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Synthesis and structural study of new substituted chiral sulfamoyl oxazolidin-2-ones
Authors:Carole Barbey  Radia Bouasla  Malika Berredjem  Nathalie Dupont  Pascal Retailleau  Nour-Eddine Aouf  Marc Lecouvey
Institution:1. Université Paris 13, Sorbonne Paris Cité, Laboratoire de Chimie, Structures, Propriétés de Biomatériaux et d''Agents Thérapeutiques, (CSPBAT), CNRS UMR 7244, F-93017, Bobigny, France;2. Laboratoire de Chimie Organique Appliquée, Groupe de Chimie Bioorganique, Université Badji-Mokhtar, Annaba, BP 12, Algeria;3. Service de Cristallochimie, ICSN-CNRS, Bât. 27, 1 avenue de la Terrasse, F-91 198 Gif-sur-Yvette Cédex, France
Abstract:The synthesis of new series of oxazolidinones having sulfonamide moieties is described. These compounds are synthesized in good yield starting prochiral 1,3-dichloro-2-propanol and chlorosulfonyl isocyanate. This strategy involves the formation of carboxylsulfamide by carbamoylation–sulfamoylation reaction followed by intermolecular cyclization. In order to determine the enantioselectivity during the cyclization step, X-ray studies of products are performed.
Keywords:
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