Abstract:
A novel method for the synthesis of glycosyl dienes via aldol type condensation has been reported. DBU catalysed condensation of unsaturated glycosyl uronoates with aldehydes produces the corresponding -hydroxy esters, which on treatment with methanesulfonylchloride gave the corresponding methanesulfonyloxy derivative as an intermediate. Later on E2 reaction catalyzed again with DBU gave the respective glycosyl dienes in moderate to good yield.