膦介导的取代的α-丙二烯酸酯与芳香醛的立体选择性还原环丙烷化反应。

Phosphine-mediated stereoselective reductive cyclopropanation of alpha-substituted allenoates with aromatic aldehydes.

机构信息

The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, P.R. China.

出版信息

Org Lett. 2010 Feb 5;12(3):544-7. doi: 10.1021/ol902747c.

DOI:10.1021/ol902747c

PMID:20067266

Abstract

A novel phosphine-mediated reductive cyclopropanation between alpha-substituted allenoates 2 and aldehydes 1 is described. It represents a new member of the allene-based annulations, which provides facile and efficient access to highly functionalized cyclopropanes 3 from simple and readily available starting materials. It also unveils an unprecedented reactivity pattern of allenoates with aldehydes.

摘要

本文描述了一种新型膦介导的α-取代丙二烯酸酯 2 和醛 1 之间的还原环丙烷化反应。它代表了基于丙二烯的环化反应的一个新成员，为从简单易得的起始原料中获得高官能化的环丙烷 3 提供了简便高效的方法。它还揭示了丙二烯酸酯与醛之间前所未有的反应模式。