Total synthesis of (-)-colchicine by an oxyallyl [4+3] cycloaddition

被引：44

作者：

Lee, JC ^{[1
]}

Cha, JK ^{[1
]}

机构：

[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA

来源：

TETRAHEDRON | 2000年 / 56卷 / 52期

基金：

美国国家卫生研究院;

关键词：

(-)-colchicine; Diels-Alder reacton; antitumor;

D O I：

10.1016/S0040-4020(00)00862-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective synthesis of (-)-colchicine, free from isocolchicine, is delineated and features tandem application of the intramolecular Diels-Alder reaction of acetylene-tethered oxazoles and the [4+3] cycloaddition of oxyallyls. This work underscores the synthetic utility of little explored oc-alkoxy substituted oxyallyls. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：10175 / 10184

页数：10

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