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Séminaires & Conférences Chimie École Doctorale 459
Jeudi 21 Mars 2013, 13h45
Salle de Cours SC-16.01 – Université Montpellier II
Asymmetric hydrogenation and transfer
hydrogenation: an efficient approach to bio-relevant
industrial targets
Dr. Tahar AYAD
Department of Chemistry – Laboratoire Charles Friedel, École Nationale Supérieure de
Chimie de Paris – ChimieParisTech, 75231 Paris cedex 05, France.
e-mail: [email protected]
The need for the production of high-quality products with minimum waste and
energy demands is a key challenge in today’s environment.[1] In the present area of
green chemistry, where environmentally benign reactions are required, asymmetric
hydrogenation and transfer hydrogenation with its high yields, no byproducts, and very
low catalyst loading is a key technology for the preparation of relevant
pharmacologically active compounds.[2] Over the past few years, our group has been
involved in the design and synthesis of new atropoisomeric ligands named SYNPHOS
and DIFLUORPHOS for their use in asymmetric catalysis. Some applications of these
ligands in asymmetric hydrogenation reactions for the syntheses of key synthetic
precursors of biologically active products will be presented and discussed.[3]
References
1. (a) Anastas, P. ; Eghbali, N. Chem. Soc. Rev. 2010, 39, 301.
(b) Horvath, I. ; Anastas, P. T. Chem. Rev. 2007, 107, 2167.
2. The Handbook of Homogeneous Hydrogenation ; de Vries, J. G., Elseiver, C. J., Eds. Wiley-VCH :
Weinheim, Germany, 2007, vol. 1-3.
3. (a) Tadaoka, H. ; Cartigny, D. ; Nagano, T. ; Gosavi, T. ; Ayad, T. ; Genet, J.-P. ; Ohshima, T. ;
Ratovelomanana-Vidal, V. ; Mashima, K. Chem. Eur. J. 2009, 15, 9990.
(b) Cartigny, D. ; Nagano, T. ; Ayad, T. ; Genet, J.-P. ; Ohshima, T. ; Mashima, K. ; RatovelomananaVidal, V. Adv. Synth. Catal. 2010, 352, 1886.
(c) Cartigny, D. ; Puntener, K. ; Ayad, T. ; Scalone, M. ; Ratovelomanana-Vidal, V. Org. Lett. 2010, 12,
3788.
(d) Berhal, F. ; Esseiva, O. ; Martin, C.-H. ; Tone, H. ; Genet, J.-P. ; Ayad, T. ; Ratovelomanana-Vidal, V.
Org. Lett. 2011, 13, 2806.
(e) Wu, Z. ; Ayad, T. ; Ratovelomanana-Vidal, V. Org. Lett. 2011, 13, 3782.
(f) Berhal, F. ; Wu, Z. ; Zhang, Z. ; Ayad, T. ; Ratovelomanana-Vidal, V. Org. Lett. 2012, 14, 3308.
(g) Cartigny, D., Berhal, F. ; Nagano, T. ; Phansavath, P. ; Ayad, T. ; Genet, J.-P. ; Ohshima, T. ;
Mashima, K. ; Ratovelomanana-Vidal, V. J. Org. Chem. 2012, 77, 4544.
(h) Ma, X. ; Li, W. ; Li, X. ; Tao, X. ; Fan, W. ; Xie, X. ; Ayad, T. ; Ratovelomanana-Vidal, V. ; Zhang, Z.
Chem. Commun. 2012, 48, 5352.
(i) Cartigny, D. ; Berhal, F. ; Nagano, T. ; Phansavath, P. ; Ayad, T. ; Genet, J.-P. ; Ohshima, T. ;
Mashima, K. ; Ratovelomanana-Vidal, V. J. Org. Chem. 2012, 77, 612.