We are grateful to CNRS and Ministère de la recherche for support, the latter for a PhD grant to C.V.-L.B., the European Union through network IDECAT, the Institut Universitaire de France for membership (P.H.D.) and to Christian Bruneau for helpful discussions.
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Communication
Ruthenium-Catalyzed Synthesis of Functionalized Dienes from Propargylic Esters: Formal Cross-Coupling of Two Carbenes†
Article first published online: 19 JAN 2009
DOI: 10.1002/anie.200805031
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Vovard-Le Bray, C., Dérien, S. and Dixneuf, Pierre H. (2009), Ruthenium-Catalyzed Synthesis of Functionalized Dienes from Propargylic Esters: Formal Cross-Coupling of Two Carbenes. Angew. Chem. Int. Ed., 48: 1439–1442. doi: 10.1002/anie.200805031
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Publication History
- Issue published online: 30 JAN 2009
- Article first published online: 19 JAN 2009
- Manuscript Revised: 20 NOV 2008
- Manuscript Received: 14 OCT 2008
Funded by
- CNRS
- Ministère de la recherche
- European Union
Keywords:
- carbenes;
- catalysis;
- cross-coupling;
- dienes;
- ruthenium
Abstract
Cross-coupling carbenes: The coupling of a propargylic ester with a diazoalkane in the presence of [RuCl(cod)Cp*] catalyst leads to the formation of functionalized conjugated dienes with high stereoselectivity. The reaction involves the cross-coupling of a vinylcarbene fragment, arising from a ruthenium-catalyzed propargylic ester rearrangement, with a diazoalkane carbene.