One-pot hydrosilylation-protodesilylation of functionalized diarylalkynes:: a highly selective access to Z-stilbenes.: Application to the synthesis of combretastatin A-4

被引：61

作者：

Giraud, Anne ^{[1
]}

Provot, Olivier ^{[1
]}

Harnze, Abdallah ^{[1
]}

Brion, Jean-Daniel ^{[1
]}

Alami, Mouad ^{[1
]}

机构：

[1] Univ Paris Sud, CNRS, BioCIS,Fac Pharm, Chim Therapeut Lab,UMR 8076, F-92296 Chatenay Malabry, France

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 07期

关键词：

combretastatin A-4; (Z)-Stilbenes; hydrosilylation; desilylation; platinum;

D O I：

10.1016/j.tetlet.2007.12.057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient stereoselective synthesis of Z-stilbenes has been developed from diarylalkynes via a new hydrosilylation-protodesilylation process. The scope and limitation of this method is presented to stereo selectively prepare a wide range of (Z)-stilbenes in a one-pot way is presented. A concise application to the preparation of combretastatin A-4 (CA-4), a vascular targeting agent inhibitor of tubulin polymerisation is described. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：1107 / 1110

页数：4

共 29 条

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