TRIALKYLTIN RADICAL USED TO CATALYZE THE O, S-REARRANGEMENT OF CYCLIC THIONOCARBONATES. A NEW ENTRY TO THIO-SUGARS

Abstract

The cyclic thionocarbonates give O, S-rearrangement products, the thiolcabonates, in appreciable yields, when treated with a catalytic amount of tributyltin hydride and α, α-azobisisobutyronitrile. This reaction opens a new route to regioselective preparation of thio-sugars under very mild conditions.