The regioselective synthesis of non-glycosidically linked oligosaccharides

Dialkylstannylene acetals derived from a number of different carbohydrates were reacted with diacyl chlorides and disulfonyl chlorides in the presence of tertiary amines to give symmetrical non-glycosidically linked disaccharides with excellent regioselectivity and in excellent yield. The regioselectivity obtained was the same as that previously found in acylation reactions of the same substrates. In one case, a symmetric non-glycosidically linked trisaccharide was also obtained in excellent yield.