Carbohydrate Research

Chemistry of the glycosidic linkage. Exceptionally fast and efficient formation of glycosides by remote activation

S Hanessian, C Bacquet, N Lehong

Index: Hanessian, Stephen; Bacquet, Christian; Lehong, Nghiep Carbohydrate Research, 1980 , vol. 80, p. C17 - C22

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Citation Number: 147

Abstract

We reasoned that the incorporation, into an unprotected sugar molecule, of an appropriate anomeric substituent, and its subsequent activation to act as an efficient leaving group, would overcome these two problems, particularly if the reaction with the alcohol were a fast process. The presence in the anomeric substituent of atom X (preferably a “soft base”, such as sulfur) and atom Y (preferably a “hard base”, such as nitrogen) in a threeatom ...

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