6533b7d7fe1ef96bd1268f50

RESEARCH PRODUCT

N-Glycosyl Amides as Glycosyl Donors in Stereoselective Glycosylation Reactions

Norbert PleussHorst Kunz

subject

Reaction conditionsanimal structuresAnomerGlycosylationStereochemistryChemical glycosylationOrganic ChemistryGeneral Medicinemacromolecular substancesCleavage (embryo)Koenigs–Knorr reactionCatalysiscarbohydrates (lipids)chemistry.chemical_compoundchemistryAmidelipids (amino acids peptides and proteins)GlycosylStereoselectivityGlycosyl donor

description

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.

https://doi.org/10.1055/s-2004-834911