Abstract
Palladium(0)-catalyzed reaction of various carbohydrates derived from glucofuranose, mannofuranose, ribofuranose, glucopyranose, and glucosamine, bearing a free hydroxyl group, with 1,4-bis-(methoxycarbonyloxy)but-2-ene afforded the corresponding bis-glycosides of butene-1,4-diol. Hydrogenation in the presence of palladium on charcoal of these unsaturated compounds led to the formation of the bis-glycosides of butane-1,4-diol. The condensation was successfully extended to the bis-carbonate of 1,2-bis-[(1-hydroxy)propen-2-yl]benzene and derivatives of glucofuranose, ribofuranose and glucosamine.
ACKNOWLEDGMENT
One of us (A. Z.) thanks Region Rhône-Alpes for a fellowship.