This work was supported by Grants-in-Aid for Scientific Research from MEXT and JSPS. S.H. acknowledges JSPS for financial support. H.Y. acknowledges financial support from Eisai and Kyoto University.
Synthesis of Aziridines by Palladium-Catalyzed Reactions of Allylamines with Aryl and Alkenyl Halides: Evidence of a syn-Carboamination Pathway†
Article first published online: 28 AUG 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 39, pages 7224–7226, September 14, 2009
How to Cite
Hayashi, S., Yorimitsu, H. and Oshima, K. (2009), Synthesis of Aziridines by Palladium-Catalyzed Reactions of Allylamines with Aryl and Alkenyl Halides: Evidence of a syn-Carboamination Pathway. Angew. Chem. Int. Ed., 48: 7224–7226. doi: 10.1002/anie.200903178
- Issue published online: 9 SEP 2009
- Article first published online: 28 AUG 2009
- Manuscript Received: 12 JUN 2009
- Kyoto University
Crazy rings: Treatment of N-arylallylamine with an aryl or alkenyl halide under palladium catalysis (see scheme; dba=dibenzylideneacetone, SPhos=2-dicyclohexylphosphanyl-2′,6′-dimethoxybiphenyl) resulted in intramolecular cyclization to form the arylmethyl-substituted aziridine with concomitant CC bond formation. The experiments for the elucidation of the reaction mechanism are also described.