Amine-promoted, organocatalytic aziridination of enones.
A novel method is presented using N-N ylides (prepared by in situ amination of a tertiary amine) for the aziridination of a range of enone systems. The amine may be used sub-stoichiometrically, and promising levels of enantioselectivity are observed with quinine as promoter. [reaction: see text].
Armstrong
Alan
A
Department of Chemistry, Imperial College London, South Kensington, London, SW7 2AZ, UK. a.armstrong@imperial.ac.uk
Baxter
Carl A
CA
Lamont
Scott G
SG
Pape
Andrew R
AR
Wincewicz
Richard
R
D000588:Amines / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines; D001388:Aziridines; D007659:Ketones