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.

Gregory P Mueller, William J Driscoll

Index: Chem. Commun. (Camb.) 47(24) , 6969-71, (2011)

Full Text: HTML

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.This journal is © The Royal Society of Chemistry 2011