Issue 17, 1996

Tautomeric rearrangement of 3-deoxy-3-thioureidoaldoses: a novel synthetic route to carbohydrate mimics having a cyclic thiourea structure

Abstract

Cyclic thiourea glycomimetics structualy related to 3-deoxyy-2-nonulosonic acid (KDNs) and 1,5-dideoxy-1,5-iminooctitols (azaoctitols) have been prepared by tautomeric rearrangement of 3-decoy-3-thioureidoaldohexoses; the conformational properties of these compounds are governed by stereoelectronic requirements, mainly the anomeric effect.

Article information

Article type
Paper

Chem. Commun., 1996, 2077-2078

Tautomeric rearrangement of 3-deoxy-3-thioureidoaldoses: a novel synthetic route to carbohydrate mimics having a cyclic thiourea structure

J. L. J. Blanco, C. O. Mellet, J. Fuentes and J. M. G. Fernández, Chem. Commun., 1996, 2077 DOI: 10.1039/CC9960002077

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