Issue 10, 2014

Enantioselective Black rearrangement catalyzed by chiral bicyclic imidazole

Abstract

A newly developed chiral imidazole nucleophilic catalyst, Acyloxy-DPI, was readily prepared and successfully applied to the enantioselective Black rearrangement with up to 88% ee for a wide range of substrates possessing different substituted groups. A plausible mechanism for the high enantioselectivity was proposed.

Graphical abstract: Enantioselective Black rearrangement catalyzed by chiral bicyclic imidazole

Supplementary files

Article information

Article type
Communication
Submitted
29 Sep 2013
Accepted
21 Nov 2013
First published
26 Nov 2013

Chem. Commun., 2014,50, 1227-1230

Enantioselective Black rearrangement catalyzed by chiral bicyclic imidazole

M. Wang, Z. Zhang, S. Liu, F. Xie and W. Zhang, Chem. Commun., 2014, 50, 1227 DOI: 10.1039/C3CC47455K

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