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Short Communication
P–C Cross-Coupling Onto Enamides: Versatile Synthesis of α-Enamido Phosphane Derivatives
Article first published online: 13 JAN 2012
DOI: 10.1002/ejoc.201101293
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Cieslikiewicz, M., Bouet, A., Jugé, S., Toffano, M., Bayardon, J., West, C., Lewinski, K. and Gillaizeau, I. (2012), P–C Cross-Coupling Onto Enamides: Versatile Synthesis of α-Enamido Phosphane Derivatives. Eur. J. Org. Chem., 2012: 1101–1106. doi: 10.1002/ejoc.201101293
Publication History
- Issue published online: 13 FEB 2012
- Article first published online: 13 JAN 2012
- Manuscript Received: 5 SEP 2011
Funded by
- Agence Nationale de la Recherche. Grant Number: ANR-07-blan-0292–04
- French Embassy in Poland
Keywords:
- Cross-coupling;
- Phosphaalkenes;
- Enols;
- Phosphanes;
- Boranes
Abstract
We report herein the Pd-catalyzed P–C cross-coupling reaction between enol phosphates and secondary phosphane–borane complexes or phosphane oxides. The reaction was performed under mild conditions, owing to Pd activation of the P–H bonds of the phosphane–boranes (or phosphane oxides) and to the powerful enol phosphate coupling reagents. New useful chiral and achiral α-β-alkenylphosphane derivatives bearing an amido group in the α-position to the P center were obtained in yields up to 70 %.