高选择性镍催化炔烃、烯酮和烯基硼酸的三组分偶联反应：一种构建取代 1,3-二烯的新方法。

Highly selective nickel-catalyzed three-component coupling of alkynes with enones and alkenyl boronic acids: a novel route to substituted 1,3-dienes.

机构信息

Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan.

出版信息

Org Lett. 2010 Aug 20;12(16):3610-3. doi: 10.1021/ol101319f.

PMID:20704402

Abstract

A highly regio- and stereoselective nickel-catalyzed three-component coupling of alkynes with enones and alkenyl boronic acids to afford highly substituted 1,3-dienes is described. The reaction can also be extended to cyclization of enynes with coupling to alkenyl boronic acids. A possible reaction mechanism involving a five-membered nickelacycle as a key intermediate is proposed.

摘要

本文描述了一种高区域和立体选择性的镍催化三组分炔烃与烯酮和烯基硼酸的偶联反应，可得到高取代的 1,3-二烯。该反应也可以扩展到烯炔与烯基硼酸的偶联环化。提出了一种可能的反应机理，涉及五元镍环作为关键中间体。