Studies on unsaturated sugars with particular reference to the synthesis of 6-Deoxy-6-fluoro derivatives

Abstract

Three fluoro-substituted unsaturated sugars have been synthesized by transformations within the D-glucal and ethyl 2,3-dideoxy-a-D-erythro-hex-2-enopyranoside series. A number of the intermediate unsaturated sugars not previously described have been characterized. The advantages of the t-butyldimethylsilyl blocking group in such syntheses are described.