INTERMOLECULAR BENZYNE CYCLOADDITION (IBC), A VERSATILE APPROACH TO BENZOPHENANTHRIDINE ANTITUMOR ALKALOIDS - FORMAL SYNTHESIS OF NITIDINE AND CHELERYTHRINE

被引:35
作者
MARTIN, G
GUITIAN, E
CASTEDO, L
SAA, JM
机构
[1] UNIV SANTIAGO,DEPT QUIM ORGAN,E-15706 SANTIAGO,SPAIN
[2] UNIV SANTIAGO,CSIC,SECC ALCALOIDES,E-15706 SANTIAGO,SPAIN
[3] UNIV ILLES BALEARS,DEPT QUIM,E-07071 PALMA DE MALLORCA,SPAIN
关键词
D O I
10.1021/jo00048a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach to the synthesis of benzophenanthridine alkaloids is described which is based on cycloaddition of arynes to pyrrolinediones, the pyrrolinediones behaving as aza diene equivalents. The synthesis of 2,3,8,9-substituted benzophenanthridines and the regioselective synthesis of a 2,3,7,8-substituted benzophenanthridine were performed. The formal synthesis of chelerythrine and the antitumor alkaloid nitidine is described.
引用
收藏
页码:5907 / 5911
页数:5
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