Issue 41, 2013

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
09 Mar 2013
Accepted
28 Mar 2013
First published
28 Mar 2013

Chem. Commun., 2013,49, 4625-4627

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

G. Duan, J. Ling, W. Wang, Y. Luo and P. Xu, Chem. Commun., 2013, 49, 4625 DOI: 10.1039/C3CC41785A

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