N-Glycosyl Amides as Glycosyl Donors in Stereoselective Glycosylation Reactions

Due to their high stability, N-glycosyl amides have so far not been considered as glycosyl donors for glycosylation reactions. Two new procedures for the cleavage of the anomeric amide functionality under mild reaction conditions and further stereoselective in situ conversions of the activated glycosyl donors with alcohols and amines to give β-configured O- and N-glycosides are described in this article.

Sugars as Chiral Auxiliaries

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