Asymmetric total synthesis of curacin A

被引:27
作者
Onoda, T [1 ]
Shirai, R [1 ]
Koiso, Y [1 ]
Iwasaki, S [1 ]
机构
[1] UNIV TOKYO,INST MOL & CELLULAR BIOSCI,BUNKYO KU,TOKYO 113,JAPAN
关键词
D O I
10.1016/0040-4039(96)00860-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Curacin A (1), a novel antimitotic agent, was synthesized in a highly stereo-controlled manner. The key steps were (1) an asymmetric allylation using a chiral allyltitanium reagent and a double-asymmetric Simmons-Smith cyclopropanation to introduce three chiral centers, (2) Wittig and Wittig-Horner reactions to construct the C(3-4) and C(7-10) alkenes, and (3) a direct conversion of the thiazolidine to the thiazoline. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:4397 / 4400
页数:4
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