Iridium-catalyzed asymmetric hydrogenation of imines.
We have evaluated a wide range of iridium complexes derived from chiral oxazoline-based N,P ligands for the asymmetric hydrogenation of imines and identified three efficient catalysts. These catalysts are readily synthesized by straightforward convenient routes and are air and moisture stable. In the reduction of acetophenone N-arylimines and related acyclic substrates, excellent enantioselectivities (up to 96 % ee) were obtained by using 0.1-0.5 mol % of catalyst at -20 degrees C and 5-50 bar hydrogen pressure.
Baeza
Alejandro
A
Department of Chemistry, University of Basel, St. Johanns Ring 19, 4056 Basel, Switzerland.
Pfaltz
Andreas
A
D002384:Catalysis; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D007097:Imines; D008024:Ligands; D009942:Organometallic Compounds; D007495:Iridium