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One-step synthesis of N-protected glycosylamines from sugar hemiacetals. | LitMetric

One-step synthesis of N-protected glycosylamines from sugar hemiacetals.

Carbohydr Res

Institut de Chimie Organique et Analytique, University of Orléans, CNRS-UMR 6005, Rue de Chartres, F-45067 Orléans, France.

Published: August 2008

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.

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Source
http://dx.doi.org/10.1016/j.carres.2007.11.022DOI Listing

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