Synthesis of 2-(trimethylsilyl) ethyl α-D-mannopyranosides revisited

R Saksena, J Zhang, P Kováč

Index: Saksena, Rina; Zhang, Jian; Kovac, Pavol Journal of Carbohydrate Chemistry, 2002 , vol. 21, # 6 p. 453 - 470

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Citation Number: 10

Abstract

Glycosylation of 2-(trimethylsilyl) ethanol with various ethyl 1-thioglycosides, which were activated with N-iodosuccinimide and silver triflate, was studied. The starting thioglycosides, some prepared for the first time, were obtained conventionally from the corresponding α-1- acetates. When β-1-acetates were more readily available, these were converted to the α- anomers by anomerization, prior to the glycosylation. Using ethyl 1-thioglycosides as ...