title: Stereoselective rhodium-catalyzed imination of sulfides.
abstract: The preparation of optically active sulfilimines via the catalytic diastereoselective imination of sulfides using a chiral nitrene is described. Excellent yields up to 97% and good diastereoselectivities up to 96% have been obtained. Oxidation of the sulfilimines then stereospecifically affords the corresponding sulfoximines with very good yields in the 88-96% range.
authors.affiliation: Institut de Chimie des Substances Naturelles, UPR 2301 CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Florence
authors.initials: F
authors.lastname: Collet
authors.forename: Robert H
authors.initials: RH
authors.lastname: Dodd
authors.forename: Philippe
authors.initials: P
authors.lastname: Dauban
mesh_terms: D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013440:Sulfides / Q000737:chemistry*
chemical_list: D007097:Imines; D013440:Sulfides; D012238:Rhodium