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N-Glycosyl Amides: Removal of the Anomeric Protecting Group and Conversion into Glycosyl Donors


  • This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.


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Reactivity upon demand: Because of their stability towards acids, bases, and many oxidizing and reducing agents, N-glycosyl amides 1 (see scheme) can be used as anomerically protected carbohydrates. The amide function can be cleaved under mild conditions with Ph3P/CBr4 and the carbohydrate activated for the synthesis of N- and O-glycosides 2. PG=protecting group.