Studies on Carbohydrates. IV. A Novel Highly Stereoselective Synthesis of 1-O-Acyl-β-D-glucopyranose Tetra-acetates via the Glucosyl Trifluoroacetate

Abstract

2,3,4,6-Tetra-acetyl-glucose (1) reacted with trifluoroacetic anhydride to give good yield of 2,3,4, 6-tetra-O-acetyl-1-α-O-trifluoroacetyl-α-D-glucopyranose (2) which was converted into corresponding 1-O-acyl-β-D-glucopyranose tetraacetates. β-Anomers of glycosyl esters were obtained by this method.