Glycosylation with 2′-CarboxybenzylGlycosides as Glycosyl Donors: Scope and Application tothe Synthesis of a Tetrasaccharide

Abstract

Glycosylation of 2′-carboxybenzyl (CB) 2,3,4,6-tetra-O-benzyl-α-d-mannopyranoside (3), CB 2,3,4,6-tetra-O-benzyl-β-d-glucopyranoside (4), and CB 2,3-di-O-benzyl-4,6-O-benzylidene-β-d-glucopyranoside (5) as glycosyl donors with various glycosyl acceptors provided corresponding disaccharides in high yields. The present CB glycoside methodology was successfully applied to the efficient construction of the tetrasaccharide 41.