|
|
char = S;code = 83
char = y;code = 121
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = P;code = 80
char = h;code = 104
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = P;code = 80
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = A;code = 65
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = I;code = 73
char = n;code = 110
char = d;code = 100
char = o;code = 111
char = l;code = 108
char = o;code = 111
char = [;code = 91
char = 2;code = 50
char = ,;code = 44
char = 1;code = 49
char = -;code = 45
char = a;code = 97
char = ];code = 93
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = D;code = 68
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = r;code = 114
char = g;code = 103
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = R;code = 82
char = o;code = 111
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = I;code = 73
char = n;code = 110
char = v;code = 118
char = o;code = 111
char = l;code = 108
char = v;code = 118
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = P;code = 80
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = 0;code = 48
char = );code = 41
char = -;code = 45
char = C;code = 67
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = z;code = 122
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = C;code = 67
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = (;code = 40
char = 1;code = 49
char = );code = 41
char = .;code = 46
result sql = Synthesis of Phthalideisoquinoline and Protoberberine Alkaloids and Indolo[2,1-a]isoquinolines in a Divergent Route Involving Palladium(0)-Catalyzed Carbonylation(1).
Synthesis of Phthalideisoquinoline and Protoberberine Alkaloids and Indolo[2,1-a]isoquinolines in a Divergent Route Involving Palladium(0)-Catalyzed Carbonylation(1).char = 6;code = 54
char = ,;code = 44
char = 7;code = 55
char = ,;code = 44
char = 3;code = 51
char = ';code = 39
char = ,;code = 44
char = 4;code = 52
char = ';code = 39
char = -;code = 45
char = A;code = 65
char = l;code = 108
char = k;code = 107
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = -;code = 45
char = (;code = 40
char = 2;code = 50
char = ';code = 39
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = o;code = 111
char = y;code = 121
char = l;code = 108
char = );code = 41
char = -;code = 45
char = 3;code = 51
char = ,;code = 44
char = 4;code = 52
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = d;code = 100
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 7;code = 55
char = ;code = 32
char = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = s;code = 115
char = o;code = 111
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = b;code = 98
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = e;code = 101
char = r;code = 114
char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = -;code = 45
char = (;code = 40
char = 2;code = 50
char = ';code = 39
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = p;code = 112
char = h;code = 104
char = a;code = 97
char = -;code = 45
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = );code = 41
char = -;code = 45
char = 2;code = 50
char = -;code = 45
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = -;code = 45
char = 1;code = 49
char = ,;code = 44
char = 2;code = 50
char = ,;code = 44
char = 3;code = 51
char = ,;code = 44
char = 4;code = 52
char = -;code = 45
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = .;code = 46
char = ;code = 32
char = T;code = 84
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = m;code = 109
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
char = 7;code = 55
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = g;code = 103
char = a;code = 97
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = o;code = 111
char = -;code = 45
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = 2;code = 50
char = 0;code = 48
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = e;code = 101
char = f;code = 102
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = e;code = 101
char = r;code = 114
char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = .;code = 46
char = ;code = 32
char = O;code = 79
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = b;code = 98
char = a;code = 97
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = s;code = 115
char = t;code = 116
char = u;code = 117
char = d;code = 100
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = 0;code = 48
char = );code = 41
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = z;code = 122
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 2;code = 50
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = -;code = 45
char = 3;code = 51
char = ,;code = 44
char = 4;code = 52
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = c;code = 99
char = o;code = 111
char = h;code = 104
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = 6;code = 54
char = ,;code = 44
char = 7;code = 55
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = p;code = 112
char = h;code = 104
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = c;code = 99
char = o;code = 111
char = h;code = 104
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = 2;code = 50
char = 0;code = 48
char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = t;code = 116
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = t;code = 116
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = I;code = 73
char = I;code = 73
char = );code = 41
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = p;code = 112
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = p;code = 112
char = h;code = 104
char = o;code = 111
char = s;code = 115
char = p;code = 112
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = t;code = 116
char = m;code = 109
char = o;code = 111
char = s;code = 115
char = p;code = 112
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = m;code = 109
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = s;code = 115
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = a;code = 97
char = s;code = 115
char = s;code = 115
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = b;code = 98
char = o;code = 111
char = i;code = 105
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = l;code = 108
char = u;code = 117
char = e;code = 101
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = r;code = 114
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = d;code = 100
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = e;code = 101
char = r;code = 114
char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = o;code = 111
char = -;code = 45
char = t;code = 116
char = y;code = 121
char = p;code = 112
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = p;code = 112
char = h;code = 104
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = y;code = 121
char = .;code = 46
char = ;code = 32
char = O;code = 79
char = n;code = 110
char = e;code = 101
char = -;code = 45
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = ;code = 32
char = c;code = 99
char = y;code = 121
char = c;code = 99
char = l;code = 108
char = i;code = 105
char = z;code = 122
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = e;code = 101
char = r;code = 114
char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = a;code = 97
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = c;code = 99
char = o;code = 111
char = h;code = 104
char = o;code = 111
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = h;code = 104
char = i;code = 105
char = e;code = 101
char = v;code = 118
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = h;code = 104
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = N;code = 78
char = ,;code = 44
char = N;code = 78
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = m;code = 109
char = a;code = 97
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = n;code = 110
char = t;code = 116
char = a;code = 97
char = i;code = 105
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = a;code = 97
char = s;code = 115
char = s;code = 115
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 3;code = 51
char = ,;code = 44
char = 8;code = 56
char = ,;code = 44
char = 9;code = 57
char = -;code = 45
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 3;code = 51
char = ,;code = 44
char = 9;code = 57
char = ,;code = 44
char = 1;code = 49
char = 0;code = 48
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = n;code = 110
char = d;code = 100
char = o;code = 111
char = l;code = 108
char = o;code = 111
char = [;code = 91
char = 2;code = 50
char = ,;code = 44
char = 1;code = 49
char = -;code = 45
char = a;code = 97
char = ];code = 93
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 3;code = 51
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = h;code = 104
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = ;code = 32
char = h;code = 104
char = a;code = 97
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = u;code = 117
char = n;code = 110
char = i;code = 105
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = y;code = 121
char = c;code = 99
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = s;code = 115
char = k;code = 107
char = e;code = 101
char = l;code = 108
char = e;code = 101
char = t;code = 116
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = r;code = 114
char = o;code = 111
char = c;code = 99
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = S;code = 83
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = r;code = 114
char = l;code = 108
char = y;code = 121
char = ,;code = 44
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = 0;code = 48
char = );code = 41
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = z;code = 122
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
char = -;code = 45
char = (;code = 40
char = 2;code = 50
char = ';code = 39
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = );code = 41
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 2;code = 50
char = 1;code = 49
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = e;code = 101
char = x;code = 120
char = c;code = 99
char = e;code = 101
char = s;code = 115
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = a;code = 97
char = s;code = 115
char = s;code = 115
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = x;code = 120
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 2;code = 50
char = 2;code = 50
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = h;code = 104
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = ;code = 32
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = d;code = 100
char = u;code = 117
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = n;code = 110
char = v;code = 118
char = e;code = 101
char = r;code = 114
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = 4;code = 52
char = .;code = 46
char = <;code = 60
char = b;code = 98
char = r;code = 114
char = /;code = 47
char = >;code = 62
result sql = 6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-alpha-hydroxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4-dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1-a]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.
char = y;code = 121
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = P;code = 80
char = h;code = 104
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = P;code = 80
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = A;code = 65
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = I;code = 73
char = n;code = 110
char = d;code = 100
char = o;code = 111
char = l;code = 108
char = o;code = 111
char = [;code = 91
char = 2;code = 50
char = ,;code = 44
char = 1;code = 49
char = -;code = 45
char = a;code = 97
char = ];code = 93
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = D;code = 68
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = r;code = 114
char = g;code = 103
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = R;code = 82
char = o;code = 111
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = I;code = 73
char = n;code = 110
char = v;code = 118
char = o;code = 111
char = l;code = 108
char = v;code = 118
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = P;code = 80
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = 0;code = 48
char = );code = 41
char = -;code = 45
char = C;code = 67
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = z;code = 122
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = C;code = 67
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = (;code = 40
char = 1;code = 49
char = );code = 41
char = .;code = 46
result sql = Synthesis of Phthalideisoquinoline and Protoberberine Alkaloids and Indolo[2,1-a]isoquinolines in a Divergent Route Involving Palladium(0)-Catalyzed Carbonylation(1).
char = ,;code = 44
char = 7;code = 55
char = ,;code = 44
char = 3;code = 51
char = ';code = 39
char = ,;code = 44
char = 4;code = 52
char = ';code = 39
char = -;code = 45
char = A;code = 65
char = l;code = 108
char = k;code = 107
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 1;code = 49
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char = 2;code = 50
char = ';code = 39
char = -;code = 45
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char = m;code = 109
char = o;code = 111
char = b;code = 98
char = e;code = 101
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char = z;code = 122
char = o;code = 111
char = y;code = 121
char = l;code = 108
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char = 3;code = 51
char = ,;code = 44
char = 4;code = 52
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
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char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = d;code = 100
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = s;code = 115
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char = 1;code = 49
char = 7;code = 55
char = ;code = 32
char = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
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char = t;code = 116
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = s;code = 115
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char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
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char = b;code = 98
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
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char = i;code = 105
char = n;code = 110
char = ;code = 32
char = m;code = 109
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char = t;code = 116
char = h;code = 104
char = a;code = 97
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char = o;code = 111
char = l;code = 108
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char = o;code = 111
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char = ;code = 32
char = a;code = 97
char = c;code = 99
char = e;code = 101
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char = i;code = 105
char = c;code = 99
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char = a;code = 97
char = c;code = 99
char = i;code = 105
char = d;code = 100
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char = t;code = 116
char = o;code = 111
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char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
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char = e;code = 101
char = r;code = 114
char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = -;code = 45
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char = 2;code = 50
char = ';code = 39
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = p;code = 112
char = h;code = 104
char = a;code = 97
char = -;code = 45
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = );code = 41
char = -;code = 45
char = 2;code = 50
char = -;code = 45
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = -;code = 45
char = 1;code = 49
char = ,;code = 44
char = 2;code = 50
char = ,;code = 44
char = 3;code = 51
char = ,;code = 44
char = 4;code = 52
char = -;code = 45
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = .;code = 46
char = ;code = 32
char = T;code = 84
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = t;code = 116
char = m;code = 109
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
char = 7;code = 55
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
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char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = g;code = 103
char = a;code = 97
char = v;code = 118
char = e;code = 101
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char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = o;code = 111
char = -;code = 45
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = m;code = 109
char = e;code = 101
char = r;code = 114
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char = 2;code = 50
char = 0;code = 48
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = e;code = 101
char = f;code = 102
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
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char = t;code = 116
char = o;code = 111
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char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = e;code = 101
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char = y;code = 121
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = o;code = 111
char = ;code = 32
char = 1;code = 49
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char = .;code = 46
char = ;code = 32
char = O;code = 79
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = b;code = 98
char = a;code = 97
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = s;code = 115
char = t;code = 116
char = u;code = 117
char = d;code = 100
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = n;code = 110
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char = p;code = 112
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
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char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
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char = z;code = 122
char = e;code = 101
char = d;code = 100
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char = c;code = 99
char = a;code = 97
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char = b;code = 98
char = o;code = 111
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char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
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char = o;code = 111
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char = ;code = 32
char = 2;code = 50
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char = r;code = 114
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char = ,;code = 44
char = 4;code = 52
char = -;code = 45
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char = y;code = 121
char = b;code = 98
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char = y;code = 121
char = l;code = 108
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char = a;code = 97
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char = c;code = 99
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char = o;code = 111
char = l;code = 108
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char = o;code = 111
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char = 6;code = 54
char = ,;code = 44
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char = n;code = 110
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char = c;code = 99
char = o;code = 111
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char = o;code = 111
char = l;code = 108
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char = 1;code = 49
char = 9;code = 57
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char = o;code = 111
char = r;code = 114
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char = 2;code = 50
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char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
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char = e;code = 101
char = a;code = 97
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char = e;code = 101
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char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
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char = y;code = 121
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char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = t;code = 116
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char = f;code = 102
char = ;code = 32
char = p;code = 112
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char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = I;code = 73
char = I;code = 73
char = );code = 41
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = e;code = 101
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char = e;code = 101
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char = t;code = 116
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char = i;code = 105
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char = h;code = 104
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char = h;code = 104
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char = p;code = 112
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = e;code = 101
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char = i;code = 105
char = n;code = 110
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char = a;code = 97
char = n;code = 110
char = ;code = 32
char = a;code = 97
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char = m;code = 109
char = o;code = 111
char = s;code = 115
char = p;code = 112
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = e;code = 101
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char = o;code = 111
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char = ;code = 32
char = c;code = 99
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char = b;code = 98
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char = o;code = 111
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char = i;code = 105
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char = i;code = 105
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char = t;code = 116
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char = e;code = 101
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char = e;code = 101
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char = o;code = 111
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char = m;code = 109
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char = h;code = 104
char = y;code = 121
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char = a;code = 97
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char = t;code = 116
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char = u;code = 117
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char = k;code = 107
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char = v;code = 118
char = e;code = 101
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char = y;code = 121
char = .;code = 46
char = ;code = 32
char = O;code = 79
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char = e;code = 101
char = -;code = 45
char = p;code = 112
char = o;code = 111
char = t;code = 116
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char = i;code = 105
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char = h;code = 104
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char = 1;code = 49
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char = w;code = 119
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char = e;code = 101
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char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = N;code = 78
char = ,;code = 44
char = N;code = 78
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
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char = a;code = 97
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char = d;code = 100
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char = t;code = 116
char = a;code = 97
char = i;code = 105
char = n;code = 110
char = i;code = 105
char = n;code = 110
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char = i;code = 105
char = u;code = 117
char = m;code = 109
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char = c;code = 99
char = a;code = 97
char = r;code = 114
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char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = o;code = 111
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char = v;code = 118
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char = -;code = 45
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = n;code = 110
char = d;code = 100
char = o;code = 111
char = l;code = 108
char = o;code = 111
char = [;code = 91
char = 2;code = 50
char = ,;code = 44
char = 1;code = 49
char = -;code = 45
char = a;code = 97
char = ];code = 93
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 3;code = 51
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = h;code = 104
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = ;code = 32
char = h;code = 104
char = a;code = 97
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = u;code = 117
char = n;code = 110
char = i;code = 105
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = y;code = 121
char = c;code = 99
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = s;code = 115
char = k;code = 107
char = e;code = 101
char = l;code = 108
char = e;code = 101
char = t;code = 116
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = r;code = 114
char = o;code = 111
char = c;code = 99
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = S;code = 83
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = r;code = 114
char = l;code = 108
char = y;code = 121
char = ,;code = 44
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = l;code = 108
char = l;code = 108
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = (;code = 40
char = 0;code = 48
char = );code = 41
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = z;code = 122
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
char = -;code = 45
char = (;code = 40
char = 2;code = 50
char = ';code = 39
char = -;code = 45
char = b;code = 98
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = );code = 41
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 2;code = 50
char = 1;code = 49
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = e;code = 101
char = x;code = 120
char = c;code = 99
char = e;code = 101
char = s;code = 115
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = a;code = 97
char = s;code = 115
char = s;code = 115
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = g;code = 103
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = x;code = 120
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 2;code = 50
char = 2;code = 50
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = h;code = 104
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = ;code = 32
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = d;code = 100
char = u;code = 117
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = n;code = 110
char = v;code = 118
char = e;code = 101
char = r;code = 114
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = b;code = 98
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = 4;code = 52
char = .;code = 46
char = <;code = 60
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char = r;code = 114
char = /;code = 47
char = >;code = 62
result sql = 6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-alpha-hydroxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4-dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1-a]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.
Publication: J. Org. Chem. 1999 Sep 3 ;64(18)::6583-6596.
Publication Date: 1999 Sep 3
Study Author(s): Orito, Kazuhiko;Miyazawa, Mamoru;Kanbayashi, Ryo;Tokuda, Masao;Suginome, Hiroshi;
Institution: Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Shortcut link to this study:
Publication Date: 1999 Sep 3
Study Author(s): Orito, Kazuhiko;Miyazawa, Mamoru;Kanbayashi, Ryo;Tokuda, Masao;Suginome, Hiroshi;
Institution: Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Shortcut link to this study:
6,7,3',4'-Alkoxy-substituted 1-(2'-bromobenzoyl)-3,4-dihydroisoquinoline methiodides 17 were treated with sodium borohydride in methanol or acetic acid to give erythro-1-(2'-bromo-alpha-hydroxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinolines 19. Treatment of 17 with lithium aluminum hydride in tetrahydrofuran gave the threo-isomer 20 in preference to the erythro 19. On the basis of studies on palladium(0)-catalyzed carbonylation of 2-bromo-3,4-dimethoxybenzyl alcohol to 6,7-dimethoxyphthalide, amino alcohol 19 or 20 was treated with a catalytic amount of palladium(II) acetate and triphenylphosphine in an atmosphere of carbon monoxide in the presence of chlorotrimethylsilane and potassium carbonate in boiling toluene to give the corresponding erythro- or threo-types of phthalideisoquinoline alkaloids 1 or 2, respectively. One-pot cyclization of the erythro-amino alcohols 19 was achieved by heating in N,N-dimethylformamide containing potassium carbonate to give 2,3,8,9- or 2,3,9,10-alkoxy-substituted 5,6-dihydroindolo[2,1-a]isoquinolines 3, which have a unique tetracyclic skeleton characteristic of dibenzopyrrocoline alkaloids. Similarly, palladium(0)-catalyzed carbonylation of 1-(2'-bromobenzyl)tetrahydroisoquinolines 21 in the presence of excess potassium carbonate was found to give 8-oxoberbines 22, which on reduction with lithium aluminum hydride can be converted to protoberberine alkaloids 4.
PMID: 11674660
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