Stereoselective synthesis of N-acetyl thiochitooligosaccharides. Different behaviours of methyl N-acetyl-α-and-β-thiochitobiosides during acetolysis

LX Wang, YC Lee

Index: Wang, Lai-Xi; Lee, Yuan C. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 6 p. 581 - 591

Full Text: HTML

Citation Number: 33

Abstract

A stereoselective synthesis of-acetyl-thiochito-di-,-tri-and-tetra-saccharides is described. Coupling of methyl 2-acetamido-3, 6-di--benzoyl-2-deoxy-4--triflyl-β-4 or-α-- galactopyranoside 19 with 2-acetamido-3, 4, 6-tri--acetyl-2-deoxy-1-thio-β--glucopyranose 5 in the presence of cysteamine in DMF gave, after de-