We gratefully acknowledge Pfizer Global Research and Development (Dr. Blanda Stammen, Sandwich (UK)) and the EPSRC for an Industrial Case Award (to C.D.P), Novartis (to S.V.L.), and Magdalene College and Ramsay Memorial Trust (to M.J.G.) for Research Fellowships.
Enantioselective Organocatalytic Cyclopropanation via Ammonium Ylides†
Article first published online: 1 SEP 2004
Copyright © 2004 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 43, Issue 35, pages 4641–4644, September 6, 2004
How to Cite
Papageorgiou, C. D., Cubillo de Dios, M. A., Ley, S. V. and Gaunt, M. J. (2004), Enantioselective Organocatalytic Cyclopropanation via Ammonium Ylides. Angew. Chem. Int. Ed., 43: 4641–4644. doi: 10.1002/anie.200460234
- Issue published online: 1 SEP 2004
- Article first published online: 1 SEP 2004
- Manuscript Received: 6 APR 2004
- asymmetric synthesis;
- nitrogen heterocycles;
Highly functionalized cyclopropanes can be produced with excellent enantioselectivity through an amine-catalyzed organocatalytic cyclopropanation process (see scheme). Catalytically generated asymmetric ammonium ylides mediate the reaction, and the cyclopropane products can be produced as either enantiomer by using quinine- or quinidine-derived catalysts.