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
收藏
页码：10175 / 10184
页数：10
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