通过 SmI2 促进的溴代炔烃和α,β-不饱和酯的分子内偶联反应，立体选择性合成功能化的五元碳环和杂环。

Diastereoselective syntheses of functionalized five-membered carbocycles and heterocycles by a SmI2-promoted intramolecular coupling of bromoalkynes and alpha,beta-unsaturated esters.

机构信息

Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan.

出版信息

Org Lett. 2010 Jul 2;12(13):3026-9. doi: 10.1021/ol101034s.

PMID:20515018

Abstract

An intramolecular coupling of bromoalkynes with alpha,beta-unsaturated esters afforded functionalized five-membered carbocycles and heterocycles with high diastereoselectivities in excellent yields. The vinyl bromides newly generated as the products serve as adequate intermediates for further chemical modification.

摘要

溴代炔烃与α,β-不饱和酯的分子内偶联反应以高产率、高非对映选择性地得到了官能化的五元碳环和杂环化合物。作为产物新生成的乙烯基溴化物可作为进一步化学修饰的合适中间体。