Efficient amination of sulfides with a ketomalonate-derived oxaziridine: application to [2,3]-sigmatropic rearrangements of allylic sulfimides.
A novel N-Boc-oxaziridine is reported, derived from diethyl ketomalonate, which effects efficient amination of sulfides to sulfimides. The reagent is applied to the [2,3]-sigmatropic rearrangement of allylic sulfimides.
Armstrong
Alan
A
Department of Chemistry, Imperial College, London, UK SW7 2AY. A.Armstrong@ic.ac.uk
Cooke
Richard S
RS
D000498:Allyl Compounds / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D001389:Azirines / Q000737:chemistry*; D055598:Chemical Phenomena; D002621:Chemistry; D007094:Imides / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry*
D000498:Allyl Compounds; D000588:Amines; D001389:Azirines; D007094:Imides; D008314:Malonates; D013440:Sulfides; C008375:mesoxalic acid