Trifluoroethylsulfonate protected monosaccharides in glycosylation reactions

Abstract

A variety of sulfo-protected monosaccharide donors and acceptors were investigated in glycosylation reactions. Trifluoroethylsulfonate (SO3TFE) group was compatible with a wide range of activation conditions commonly used with fluoride, imidate, and sulfide donors. In addition, the influence of a SO3TFE group, at the critical 2-position in glycosyl donor, on the stereoselectivity of the glycosylation reaction was studied.