Asymmetric hydrogenation of quinolines catalyzed by iridium complexes of BINOL-derived diphosphonites.

A chiral diphosphonite, derived from BINOL and with an achiral diphenyl ether backbone, is an excellent ligand for the Ir-catalyzed asymmetric hydrogenation of quinolines; achiral P-ligands serving as possible additives (ee = 73-96%).

[1]  M. Reetz,et al.  An efficient catalyst system for the asymmetric transfer hydrogenation of ketones: remarkably broad substrate scope. , 2006, Journal of the American Chemical Society.

[2]  A. Chan,et al.  Highly Enantioselective Iridium-Catalyzed Hydrogenation of Quinoline Derivatives Using Chiral Phosphinite H8-BINAPO , 2005 .

[3]  Claude Y. Legault,et al.  Catalytic asymmetric hydrogenation of N-iminopyridinium ylides: expedient approach to enantioenriched substituted piperidine derivatives. , 2005, Journal of the American Chemical Society.

[4]  M. T. Reetz,et al.  Mischungen konfigurationsstabiler und fluxionaler atropisomerer einzähniger P-Liganden in der asymmetrischen Rh-katalysierten Olefin-Hydrirung , 2005 .

[5]  A. Chan,et al.  Air-stable Ir-(P-Phos) complex for highly enantioselective hydrogenation of quinolines and their immobilization in poly(ethylene glycol) dimethyl ether (DMPEG). , 2005, Chemical communications.

[6]  Xiuwen Han,et al.  Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium with Chiral Ferrocenyloxazoline Derived N,P Ligands , 2004 .

[7]  Takashi Ito,et al.  Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles. , 2004, Organic letters.

[8]  F. Glorius,et al.  Effiziente asymmetrische Hydrierung von Pyridinen , 2004 .

[9]  Xiuwen Han,et al.  Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines. , 2003, Journal of the American Chemical Society.

[10]  A. Chan,et al.  Chiral [RuCl2(dipyridylphosphane)(1,2‐diamine)] Catalysts: Applications in Asymmetric Hydrogenation of a Wide Range of Simple Ketones , 2003 .

[11]  Xumu Zhang,et al.  New chiral phosphorus ligands for enantioselective hydrogenation. , 2003, Chemical reviews.

[12]  A. Chan,et al.  Ru-catalyzed highly enantioselective hydrogenation of beta-alkyl-substituted beta-(acylamino)acrylates. , 2003, The Journal of organic chemistry.

[13]  B. Pugin,et al.  Selective Hydrogenation for Fine Chemicals: Recent Trends and New Developments , 2003 .

[14]  M. Burk,et al.  Synthesis and Applications of HexaPHEMP, a Novel Biaryl Diphosphine Ligand , 2003 .

[15]  A. Chan,et al.  Air-stable catalysts for highly efficient and enantioselective hydrogenation of aromatic ketones. , 2002, The Journal of organic chemistry.

[16]  A. Chan,et al.  A new chiral dipyridylphosphine ligand Xyl-P-Phos and its application in the Ru-catalyzed asymmetric hydrogenation of β-ketoesters , 2002 .

[17]  M. Reetz,et al.  BINOL-based diphosphonites as ligands in the asymmetric Rh-catalyzed conjugate addition of arylboronic acids. , 2001, Organic letters.

[18]  A. Chan,et al.  Synthesis and Structural Characterization of a Highly Effective Chiral Dipyridylphosphine Ligand and Its Application in the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters , 2001 .

[19]  A. Chan,et al.  Highly Effective Chiral Dipyridylphosphine Ligands: Synthesis, Structural Determination, and Applications in the Ru-Catalyzed Asymmetric Hydrogenation Reactions , 2000 .

[20]  M. Reetz.  Strategies for the development of enantioselective catalysts , 1999 .

[21]  R. Goddard,et al.  Diphosphonites as highly efficient ligands for enantioselective rhodium-catalyzed hydrogenation , 1998 .

[22]  A. Katritzky,et al.  Recent progress in the synthesis of 1,2,3,4,-tetrahydroquinolines , 1996 .

[23]  Antonio Togni.  PLANAR-CHIRALE FERROCENE : SYNTHESEMETHODEN UND ANWENDUNGEN , 1996 .