Enantioselective Total Synthesis of (-)-Zampanolide, a Potent Microtubule-Stabilizing Agent

被引：60

作者：

Ghosh, Arun K. ^{[1
]}

Cheng, Xu

机构：

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 15期

基金：

美国国家卫生研究院;

关键词：

CYTOTOXIC MACROLIDE; PRINS CYCLIZATION; (-)-DACTYLOLIDE; (+)-DACTYLOLIDE; PACLITAXEL; SPONGE; (+)-ZAMPANOLIDE; HYDROGENATION; ZAMPANOLIDE; LAULIMALIDE;

D O I：

10.1021/ol201626h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective total synthesis of zampanolide has been accomplished using a novel DDQ/Bronsted acid promoted cyclization as the key reaction. The synthesis features cross-metathesis to construct the trisubstituted olefin and a ring-closing metathesis to form the macrolactone. The final N-acyl aminal formation was stereoselectively accomplished by an organocatalytic reaction.

引用

收藏

页码：4108 / 4111

页数：4

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