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Heteroatom transfer to alkenes by N-protected-oxaziridines: new reaction pathways and products
Authors:Alan Armstrong  Ian D Edmonds
Institution:a Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK
b Neurology and Gastrointestinal Diseases Centre of Excellence for Drug Discovery, GlaxoSmithKline, New Frontiers Science Park, Third Avenue, Harlow, Essex CM19 5AW, UK
Abstract:N-Alkoxycarbonyl- and N-carboxamido-oxaziridines are shown to react with aromatic alkenes to give epoxide, aziridine or hydro-oxidation products, in ratios depending on the oxaziridine structure. Chiral oxaziridines can effect epoxidation and hydro-oxidation with promising levels of asymmetric induction.
Keywords:Oxaziridines  Amination  Aziridines  Epoxides
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