Stereoselective rhodium-catalyzed imination of sulfides.
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.
Collet
Florence
F
Institut de Chimie des Substances Naturelles, UPR 2301 CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
Dodd
Robert H
RH
Dauban
Philippe
P
D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013440:Sulfides / Q000737:chemistry*
D007097:Imines; D013440:Sulfides; D012238:Rhodium