Tetrahedron

Chemo-and stereoselective glycosylation of hydroxylamino derivatives: a versatile approach to glycoconjugates

F Peri, P Dumy, M Mutter

Index: Peri, Francesco; Dumy, Pascal; Mutter, Manfred Tetrahedron, 1998 , vol. 54, # 40 p. 12269 - 12278

Full Text: HTML

Citation Number: 140

Abstract

A general method for the stereoselective coupling of unprotected oligosaccharides with any substrate containing a N, O-disubstituted hydroxylamine group is described. The cyclic nature of the oligosaccharide reducing unit is preserved and the substrate glycosylated with high diastereoselectivity to sugar through an amino (N [OR2]-) or an aminoxy (N [R1]-O-) linkage. Due to the uniquely high chemical reactivity and specificity of disubstituted ...