Total synthesis of pederin

被引：61

作者：

Jewett, John C. ^{[1
]}

Rawal, Viresh H. ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 34期

关键词：

curtius rearrangement; diastereoselectivity; Mukaiyama-Michael reaction; natural products; total synthesis;

D O I：

10.1002/anie.200701677

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Blisteringly fast: The potent cytotoxic blistering agent pederin has been synthesized (see scheme). The synthesis is diastereoselective and concise (just 12 steps for the longest linear sequence), and features a formal hetero-Diels-Alder reaction of a hindered diene, a Mukaiyama-Michael reaction to set two additional stereocenters, and a Curtius rearrangement to stereospecifically introduce the aminal functionality. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：6502 / 6504

页数：3

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