One-pot synthesis of per-O-acetylated thioglycosides from unprotected reducing sugars

A sequential per-O-acetylation and thioglycosidation of unprotected reducing sugars using a stoichiometric quantity of acetic anhydride and alkyl- or arylthiols is reported. These reactions, which are catalyzed by BF3·OEt2, together constitute an efficient one-pot method for the synthesis of acetylated thioglycosides.