Issue 49, 2017

Catalytic asymmetric [2+2] cycloaddition between quinones and fulvenes and a subsequent stereoselective isomerization to 2,3-dihydrobenzofurans

Abstract

The catalytic enantioselective [2+2] cycloaddition between quinones and fulvenes was achieved, for the first time, by the use of a chiral copper(II) complex catalyst. The transformation afforded a series of enantiomerically enriched [6,4,5]-tricyclic cyclobutane derivatives in good yields with excellent regio- and stereoselectivities. Furthermore, the [2+2] adducts could be easily converted into formal [3+2] adducts efficiently and stereoselectively.

Graphical abstract: Catalytic asymmetric [2+2] cycloaddition between quinones and fulvenes and a subsequent stereoselective isomerization to 2,3-dihydrobenzofurans

Supplementary files

Article information

Article type
Communication
Submitted
26 Apr 2017
Accepted
25 May 2017
First published
25 May 2017

Chem. Commun., 2017,53, 6585-6588

Catalytic asymmetric [2+2] cycloaddition between quinones and fulvenes and a subsequent stereoselective isomerization to 2,3-dihydrobenzofurans

H. Zheng, C. Xu, Y. Wang, T. Kang, X. Liu, L. Lin and X. Feng, Chem. Commun., 2017, 53, 6585 DOI: 10.1039/C7CC03211K

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