Bromodimethylsulfonium bromide (BDMS) catalyzed synthesis of 2,3-unsaturated-O-glycosides via Ferrier rearrangement

Abstract

An expedient synthetic method has been developed for O-glycosidation of 3,4,6-tri-O-acetyl-Dglucal for the synthesis of 2,3-unsaturated O-glycosides using bromodimethylsulfonium bromide (BDMS) as a pre-catalyst through Ferrier rearrangement. Some of the salient features of the present protocol are mild reaction conditions, shorter reaction time, easy work-up procedure, high α-selectivity and good yields. © ARKAT-USA, Inc.