A SINGLE-PROCESS DESULFONYLATION OF PERBENZYLATED-α- AND -β-D-GLYCOPYRANOSYL PHENYL (TERT-BUTYL)SULFONES

Abstract

Phenyl and/or tert-butyl α or β-D-glucopyranosyl sulfones were treated with lithium aluminum hydride and potassium hydroxide respectively to afford conveniently desulfonylated products (4 and 5). From the former reductive process was isolated the 2-deoxy-1,5-anhydro-D-glucitol derivative (4) as a major product and from the latter alkaline treatment was obtained the pyranoid-2-enono-δ-lactone derivative (6) in fairly good yields, effectively in a single process reaction.

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