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微管稳定剂peloruside A的合成研究:C-C片段的不对称合成

Synthetic studies of microtubule stabilizing agent peloruside A: an asymmetric synthesis of C-C segment.

作者信息

Ghosh Arun K, Kim Jae-Hun

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA.

出版信息

Tetrahedron Lett. 2003 Oct 6;44(41):7659-7661. doi: 10.1016/j.tetlet.2003.08.023. Epub 2003 Sep 13.

Abstract

An asymmetric synthesis of the C-C fragment of the potent antitumor macrolide, peloruside A is described. All three stereogenic centers have been enantioselectively constructed utilizing Evans alkylation, Brown asymmetric allylboration, and a substrate controlled epoxide formation. Other key reactions involved Grubbs's ring-closing olefin metathesis and Ando's -selective olefination reaction.

摘要

本文描述了强效抗肿瘤大环内酯类化合物佩罗霉素A碳-碳片段的不对称合成。利用伊文斯烷基化反应、布朗不对称烯丙基硼化反应以及底物控制的环氧化合物形成反应,对所有三个立体中心进行了对映选择性构建。其他关键反应包括格拉布氏关环烯烃复分解反应和安藤氏选择性烯化反应。

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