An efficient and stereoselective synthesis of xerulin via Pd-catalyzed cross coupling and lactonization featuring (E)-iodobromoethylene as a novel two-carbon synthon

被引：69

作者：

Negishi, E ^{[1
]}

Alimardanov, A ^{[1
]}

Xu, CD ^{[1
]}

机构：

[1] Purdue Univ, Herbert C Brown Labs, W Lafayette, IN 47907 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 01期

关键词：

D O I：

10.1021/ol990336h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Xerulin, an inhibitor of cholesterol biosynthesis, has been synthesized from commercially available (E)-1-bromopropene, acetylene, and propynoic acid in five steps (longest linear sequence) in 30% overall yield and >96% stereoselectivity, The preparation of (E)-iodobromoethylene and its use in the Pd-catalyzed cross coupling are two of the novel aspects of the synthesis reported herein.

引用

页码：65 / 67

页数：3

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