Total synthesis of (-)-maytansinol

被引：20

作者：

Benechie, M ^{[1
]}

KhuongHuu, F ^{[1
]}

机构：

[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 20期

关键词：

D O I：

10.1021/jo960363a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A total synthesis of maytansinol(1) was achieved, in a convergent way, using (3S,GS,7S)-aldehyde 4 and (S)-p-tolyl sulfoxide 3 as fragments. When the anion of 3 was condensed with aldehyde 4, some induction at C(10) was observed (60% de), giving the C(1)-N(19)-open-chain compound 7, after thermal elimination of sulfinate. Pure E/E stereochemistry of the 11,13-diene was obtained. Selective modifications of the functionalities permitted macrocyclization and further elaboration to maytaniinol.

引用

页码：7133 / 7138

页数：6

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