Conversion of pent-4-enyl glycosides into glycosyl bromides

Abstract

The unique features of pent-4-enyl glycosides for chemospecific (a) protection and (b) activation of the anomeric centre have been exploited for the preparation of glycosyl bromides under such mild conditions that oxidizable and acid sensitive protecting groups are not affected, and in such excellent yields that the product can be used in situ for saccharide coupling.