GLYCOSYL 2-PYRIDINECARBOXYLATE AS AN EFFECTIVE GLYCOSYL DONOR - GLYCOSIDATION OF MANNOSE, 2-AZIDOSUGAR, AND 2-DEOXYSUGAR INTO DISACCHARIDES

Glycosylation reactions using a glycosyl 2-pyridinecarboxylate as a gl ycosyl donor were performed. Glycosyl 2-pyridinecarboxylate was design ed based on a variation of the Remote Activation Concept and is activa ted through bidentate coordination to mild Lewis acids such as copper triflate and tin triflate. This method was effective for the glycosida tion of not only glucose, but several other sugars such as the mannose -type, 2-azidosugar-type, and 2-deoxysugar-type. Various disaccharides were obtained in excellent yield by this reaction.