1,2-Alkylidene and 1,2-ortholactone derivatives of 3,4,6-tri-O-acetyl-α-D-glucose

Abstract

Reaction of 3,4,6-tri-O-acetyl-1,2-O-(1′-exo-ethoxyethylidene)-α-D-glucopyranose with ketones in the presence of toluenesulfonic acid provides 3,4,6-tri-O-acetyl-1,2-O-alkylidene-α-D-glucoses. With butyrolactone the interchange yielded the 1,2-ortholactone.