We acknowledge financial support from “Stereoselezione in Sintesi Organica Metodologie e Applicazioni” 2005. The financial support by the Merck–ADP grant 2007 is also gratefully recognized.
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Communication
Organocatalytic Asymmetric Diels–Alder Reactions of 3-Vinylindoles†
Article first published online: 29 OCT 2008
DOI: 10.1002/anie.200804275
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 47, Issue 48, pages 9236–9239, November 17, 2008
Additional Information
How to Cite
Gioia, C., Hauville, A., Bernardi, L., Fini, F. and Ricci, A. (2008), Organocatalytic Asymmetric Diels–Alder Reactions of 3-Vinylindoles. Angew. Chem. Int. Ed., 47: 9236–9239. doi: 10.1002/anie.200804275
- †
Publication History
- Issue published online: 12 NOV 2008
- Article first published online: 29 OCT 2008
- Manuscript Received: 29 AUG 2008
Funded by
- Merck–ADP grant
Keywords:
- asymmetric synthesis;
- cycloaddition;
- Diels–Alder reaction;
- hydrogen bonds;
- organocatalysis
Diels or no Diels? A bifunctional organic catalyst based on the thiourea motif is able to coordinate both diene and dienophile in an unprecedented asymmetric Diels–Alder reaction of 3-vinylindole derivatives, giving a rapid access to optically active tetra- and hexahydrocarbazoles with excellent results in terms of yields, diastereoselectivities, and enantioselectivities.