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Efficient nitrogen transfer from aldehyde-derived N-acyloxaziridines
Authors:Alan Armstrong  Ian D EdmondsMartin E Swarbrick
Institution:a Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK
b Neurology & GI CEDD, GlaxoSmithKline, Medicines Research Centre, Stevenage, Herts SG1 2NY, UK
Abstract:The effect of solvent polarity on the reaction of 3-aryl-N-carboxamido- and 3-aryl-N-alkoxycarbonyl oxaziridines has been studied and an efficient procedure for high yielding sulfimidation developed by use of polar solvents. The first examples of asymmetric sulfimidation using novel chiral oxaziridines have been carried out with low diastereoselectivity (up to 30% de).
Keywords:oxaziridines  amination  sulfimides
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