Silyl group migration in 1-O-silyl protected sugars-convenient synthesis of 2-O-unprotected sugars

Article abstract of DOI:10.1080/07328309608005442

Reaction of 2-O-unprotected 1-<9-silyl-protected D-glucose and D-galactose derivatives 5a-d with benzyl bromide in the presence of sodium hydride as the base afforded 1-O-benzyl 2-O-silyl derivatives 6aα/β - 6dα/β. Thus, prior to anomeric O-benzylation, t