YTTERBIUM(III) TRIS[BIS(PERFLUORO-BUTYLSULFONYL)AMIDE] AS A LEWIS ACID FOR GLYCOSIDATIONS

Abstract

The reaction of 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl acetate with alcohols in the presence of 5 mol% ytterbium(III) tris[bis(perfluorobutylsulfonyl)amide] as an activator afforded the corresponding glucopyranosides in good yields. This ytterbium complex also activated the benzylated glucosyl donors having trichloroacetoimidate, fluoride, and methoxyacetate as the leaving groups.

ACKNOWLEDGMENTS

We are deeply indebted to Professor Teruaki Mukaiyama, Science University of Tokyo, for his helpful discussions.