Issue 24, 2011

One pot iridium-catalyzed asymmetrical double allylations of sodium sulfide: a fast and economic way to construct chiral C2-symmetric bis(1-substituted-allyl)sulfane

Abstract

One pot asymmetrical double allylations of sodium sulfide catalyzed by an iridium complex along with a combination of caesium fluoride and water in dichloromethane have been realized and the double allylation products with two C–S bond chiral centers were obtained in 67–99% yields with b/l 81/19–99/1, dr 85/15–99/1, and 96–99% ee.

Graphical abstract: One pot iridium-catalyzed asymmetrical double allylations of sodium sulfide: a fast and economic way to construct chiral C2-symmetric bis(1-substituted-allyl)sulfane

Supplementary files

Article information

Article type
Communication
Submitted
06 Apr 2011
Accepted
03 May 2011
First published
18 May 2011

Chem. Commun., 2011,47, 6969-6971

One pot iridium-catalyzed asymmetrical double allylations of sodium sulfide: a fast and economic way to construct chiral C2-symmetric bis(1-substituted-allyl)sulfane

S. Zheng, W. Huang, N. Gao, R. Cui, M. Zhang and X. Zhao, Chem. Commun., 2011, 47, 6969 DOI: 10.1039/C1CC11930C

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