Studies on the narciclasine alkaloids: Total synthesis of (+)-narciclasine and (+)-pancratistatin

被引:154
作者
Rigby, JH [1 ]
Maharoof, USM [1 ]
Mateo, ME [1 ]
机构
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
关键词
D O I
10.1021/ja000930i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselective total syntheses of the antitumor alkaloids. (+)-narciclasine and (+)-pancratistatin, are reported. These syntheses feature a stereo- and regiocontrolled aryl enamide photocyclization to construct a common, advanced intermediate possessing a trans-fused BC substructure. Differential functional group interchange in the C-ring of this phenanthridone core structure allows for the production of the two target natural products in enantiomerically pure form.
引用
收藏
页码:6624 / 6628
页数:5
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