Tetrahedron: Asymmetry

α: β Selectivity in the synthesis of 3-substituted, 4-methyl umbelliferone glycosides of N-acetyl glucosamine and chitobiose

ARS Ganguli, JK Coward

Index: Ganguli, Anjali R.S.; Coward, James K. Tetrahedron Asymmetry, 2005 , vol. 16, # 2 p. 411 - 424

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Citation Number: 15

Abstract

The influence of phenolic acceptor nucleophilicity; for example, 3-substituted, 4- methylumbelliferones, and glycosyl donor electrophilicity; for example, 3-and 4-substituted N- acetylglucosamines, on glycosylation stereochemistry has been evaluated. In a systematic comparison, the stereochemical outcome as well as the reaction yield appeared to be influenced by the 3-and 4-substituents of the donor as well as the 3-substituent of the aryl ...