有机催化的形式 [2+2] 环加成引发的烯丙基 Friedel-Crafts 烷基化：取代环丁烷衍生物的对映选择性合成。

Organocatalytic formal [2+2] cycloaddition initiated by vinylogous Friedel-Crafts alkylation: enantioselective synthesis of substituted cyclobutane derivatives.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.

出版信息

Chem Commun (Camb). 2013 May 21;49(41):4625-7. doi: 10.1039/c3cc41785a. Epub 2013 Apr 11.

DOI:10.1039/c3cc41785a

PMID:23580050

Abstract

An organocatalytic vinylogous Friedel-Crafts alkylation-initiated formal [2+2] cycloaddition was successfully developed based on tandem iminium-enamine activation of enals. Transformable pyrrole-functionalized cyclobutanes with three contiguous stereocenters were readily obtained with excellent levels of regio-, diastereo- and enantiocontrol.

摘要

基于烯醛的亚胺-烯胺串联反应的手性有机催化的反式-Vinylogous Friedel-Crafts 烷基化引发的[2+2]环加成反应被成功开发。可转化的吡咯官能化的环丁烷以优异的区域、非对映和对映选择性很容易得到，具有三个连续的立体中心。