Total synthesis of (+)-curacin A, a marine cytotoxic agent

被引：26

作者：

Hoemann, MZ ^{[1
]}

Agrios, KA ^{[1
]}

Aube, J ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT MED CHEM,LAWRENCE,KS 66045

来源：

TETRAHEDRON | 1997年 / 53卷 / 32期

关键词：

D O I：

10.1016/S0040-4020(97)00368-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of curacin A, a cytotoxic agent that interacts with the colchicine binding site on tubulin, is described. The convergent synthesis utilizes natural product and chiral pool starting materials (geraniol, serine) and asymmetric synthesis (chiral allylborane addition, Charette cyclopropanation) to procure the various chiral Fragments in enantiomerically pure form. The assembly of the natural product involves carbon-carbon bond formation(Julia coupling) and heterocycle preparation (Wipf thiazoline synthesis). (C) 1997 Elsevier Science Ltd.

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页码：11087 / 11098

页数：12

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