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Synlett 1995; 1995(4): 358-360
DOI: 10.1055/s-1995-4959
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Highly Efficient Asymmetric Hydrogenation of Activated and Unactivated Ketones Catalyzed by Rhodium(I) Aminophosphine- and Amidophosphine-Phosphinite Complexes. Beneficial Effect of the Non Chiral Ligand

Alain Roucoux, Marc Devocelle, Jean-François Carpentier, Francine Agbossou* , André Mortreux
  • *Laboratoire de Chimie Organique Appliquée de l’ENSC Lille, URA Centre National de la Recherche Scientifique 402, Université des Sciences et Technologies de Lille, BP 108, 59652 Villeneuve d’Ascq Cedex, France
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Publication Date:
31 December 2000 (online)

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The chiral ligands aminophosphine- and amidophosphine-phosphinites (4-8), when associated to neutral rhodium precursors, are efficient ligands for the asymmetric hydrogenation of ketopantolactone 1, N-benzylphenylglyoxamide 2, and 2-aminoacetophenone 3. Under mild conditions the hydrogenations led to high enantiomeric excesses (67-98.7%). The effect of the non chiral ligand (Cl, I, CH3CO2, CF3CO2, and C3F7CO2) is presented.

asymmetric hydrogenation - aminophosphine-phosphinite - amidophosphine-phosphinite - rhodium(I) - ketones