Synthesis of the N-acetylcysteamine thioester of seco-proansamitocin

被引：26

作者：

Frenzel, T ^{[1
]}

Brünjes, M ^{[1
]}

Quitschalle, M ^{[1
]}

Kirschning, A ^{[1
]}

机构：

[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 01期

关键词：

D O I：

10.1021/ol052588q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao acetate aldol reaction, as well as an indium-mediated alkynylation of a benzyl bromide followed by carboalumination. The key step is a Heck reaction between two terminal alkenes for merging the two major fragments.

引用

页码：135 / 138

页数：4

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