Australian journal of chemistry

Ionic Liquid Promoted Regio-and Stereo-Selective Thiolysis of Epoxides—A Simple and Green Approach to β-Hydroxy-and β-Keto Sulfides

BC Ranu, T Mandal, S Banerjee, SS Dey

Index: Ranu, Brindaban C.; Mandal, Tanmay; Banerjee, Subhash; Dey, Suvendu S. Australian Journal of Chemistry, 2007 , vol. 60, # 4 p. 278 - 283

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Citation Number: 12

Abstract

Abstract A variety of epoxides underwent facile cleavage by thiols under the catalysis of 1- methyl-3-butylimidazolium bromide,[bmIm] Br, to produce the corresponding β-hydroxy sulfides with high regio-and stereo-selectivity. On the other hand, a specially designed basic ionic liquid,[bmIm] OH, efficiently catalyzes the thiolysis of α, β-epoxy ketones providing β- keto sulfides through simultaneous retro-aldol cleavages. The reactions are clean, high ...