We thank the Spanish Ministerio de Ciencia y Tecnología (BQU2001-0724-C02 and CTQ 2004-00808/BQU), the Generalitat Valenciana (CTIOIB/2002/320 and GRUPOS 03/134), and the University of Alicante for financial support.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Highlight
Catalytic Enantioselective 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides and Alkenes: The Direct Strategy To Prepare Enantioenriched Highly Substituted Proline Derivatives†
Article first published online: 19 SEP 2005
DOI: 10.1002/anie.200501074
Copyright © 2005 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Nájera, C. and Sansano, J. M. (2005), Catalytic Enantioselective 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides and Alkenes: The Direct Strategy To Prepare Enantioenriched Highly Substituted Proline Derivatives. Angew. Chem. Int. Ed., 44: 6272–6276. doi: 10.1002/anie.200501074
- †
Publication History
- Issue published online: 30 SEP 2005
- Article first published online: 19 SEP 2005
- Abstract
- Article
- References
- Cited By
Keywords:
- asymmetric catalysis;
- azomethine ylides;
- chiral ligands;
- cycloaddition;
- Lewis acids
A direct hit! The asymmetric 1,3-dipolar cycloaddition of azomethine ylides (from imines A; EWG=electron-withdrawing group) and electrophilic alkenes B using chiral metal complexes in substoichiometric amounts provides a direct stereoselective synthesis of pyrrolidine or proline derivatives. The successful ligand/metal cation couples are rationalized on the basis of recently published results.