TIN(IV) CHLORIDE MEDIATED GLYCOSYLATION IN ARABINOFURANOSE, GALACTOFURANOSE AND RHAMNOPYRANOSE

Using tin(IV) chloride, O-glycosylation reactions were performed on pe racylated D-arabinofuranose, D-galactofuranose and L-rhamnofuranose as well as 1-bromo-D-arabinofuranoses at room temperature in good anomer ic purities and yields. In these circumstances, this coupling method h as certain advantages over standard glycosylation reactions, such as t he Koenigs-Knorr methods which use the 1-halosugar (synthesized from t he 1-acyl derivative) and toxic mercury salts as the coupling agent. ( C) 1998 Elsevier Science Ltd. All rights reserved.