title: One-step synthesis of N-protected glycosylamines from sugar hemiacetals.
abstract: Protected pentofuranose, hexofuranose and hexopyranose hemiacetals were found to react efficiently with amines carrying a deactivating group (alkoxycarbonyl, tosyl or phosphoryl group) in the presence of a Lewis acid to give the corresponding, stable glycosylamines. Such glycosylamine derivatives are useful substrates for further elaboration into nitrogen-containing natural products and carbohydrate mimetics.
authors.affiliation: Institut de Chimie Organique et Analytique, University of Orléans, CNRS-UMR 6005, Rue de Chartres, F-45067 Orléans, France.
authors.forename: Virginie
authors.initials: V
authors.lastname: Liautard
authors.forename: Christelle
authors.initials: C
authors.lastname: Pillard
authors.forename: Valérie
authors.initials: V
authors.lastname: Desvergnes
authors.forename: Olivier R
authors.initials: OR
authors.lastname: Martin
mesh_terms: D000080:Acetals / Q000737:chemistry*; D000606:Amino Sugars / Q000138:chemical synthesis*
chemical_list: D000080:Acetals; D000606:Amino Sugars