A facile stereoselective synthesis of alpha-glycosyl ureas |
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Authors: | Bianchi Aldo Ferrario Davide Bernardi Anna |
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Affiliation: | Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, via Venezian 21, 20133 Milano, Italy. |
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Abstract: | Alpha-glycosyl ureas can be synthesised directly from tetra-O-benzyl glycosyl azides and isocyanates, using a one-pot procedure that is simple and general in scope. The benzyl protecting groups are easily removed from the urea products by catalytic hydrogenation. The synthesised alpha-glycosyl ureas represent a new class of neo-glycoconjugates with the potential of being resistant towards carbohydrate processing enzymes. |
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Keywords: | Carbohydrates Glycosyl azides Glycosyl ureas Neo-glycoconjugates Synthetic methods |
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