Enantiomeric products formed via different mechanisms: asymmetric hydrogenation of an α,β-unsaturated carboxylic acid involving a Ru(CH3COO)2[(R)-binap] catalyst

[1]  T. Netscher,et al.  Asymmetric Hydrogenation of Unfunctionalized, Purely Alkyl-Substituted Olefins , 2006, Science.

[2]  M. Yoshimura,et al.  Origin of the minor enantiomeric product in a Noyori asymmetric hydrogenation: evidence for pathways different to the major mechanism. , 2005, Angewandte Chemie.

[3]  R. Morris,et al.  Mechanisms of the H2-hydrogenation and transfer hydrogenation of polar bonds catalyzed by ruthenium hydride complexes , 2004 .

[4]  M. Yoshimura,et al.  Mechanism of asymmetric hydrogenation of alpha-(acylamino)acrylic esters catalyzed by BINAP-ruthenium(II) diacetate. , 2002, Journal of the American Chemical Society.

[5]  K. Burgess,et al.  Enantioselective hydrogenations of arylalkenes mediated by [Ir(cod) (JM-Phos) ]+ complexes. , 2001, Chemistry.

[6]  T. Pratum,et al.  Dynamic Processes in cis Dihydrogen/Hydride Complexes of Ruthenium , 2000 .

[7]  Jason A. Wiles,et al.  The First Structure Determination of a Diastereomeric Hydrido−Olefin Putative Intermediate in Catalytic Enantioselective Hydrogenation , 1999 .

[8]  Jason A. Wiles,et al.  Mechanistic Investigations of an Enantioselective Hydrogenation Catalyzed by a Ruthenium−BINAP Complex. 1. Stoichiometric and Catalytic Labeling Studies , 1998 .

[9]  T. Keiderling,et al.  The regiochemistry of reduction of mono-ethyl fumarate and maleate using a ruthenium BINAP catalyst , 1998 .

[10]  A. Chan,et al.  Synthesis, characterization and application of Ru(BINAP) (Acac) (MNAA) (MeOH), a highly effective catalyst for the asymmetric hydrogenation of 2-(6′-methoxynaphth-2′-yl)acrylic acid , 1998 .

[11]  R. Morris,et al.  Turning dihydrogen gas into a strong acid. Formation and reactions of the very acidic ruthenium dihydrogen complexes trans-[Ru(H2)(CNH){PPh2(CH2)nPPh2}2][O3SCF3]2 (n = 2 or 3) , 1998 .

[12]  J. B. Spencer,et al.  Regioselective Hydrometalation of Alkenes Reveals the Amphipolar Nature of the Pd−H Bond in Heterogeneous Hydrogenation , 1997 .

[13]  R. Landau,et al.  Kinetic influences on enantioselectivity in asymmetric catalytic hydrogenation 1 Communication prese , 1997 .

[14]  J. Spencer,et al.  First Evidence That the Mechanism of Catalytic Hydrogenation with Homogeneous Palladium and Rhodium Catalysts Is Strongly Influenced by Substrate Polarity , 1997 .

[15]  K. Nozaki,et al.  Highly Efficient Enantioselective Synthesis of Optically Active Carboxylic Acids by Ru(OCOCH3)2[(S)-H8-BINAP] , 1996 .

[16]  B. Potter,et al.  Isotopic Enrichment by Asymmetric Deuteriation. An Investigation of the Synthesis of Deuteriated (S)-(−)-Methylsuccinic Acids from Itaconic Acid , 1996 .

[17]  M. Scalone,et al.  New developments in enantioselective hydrogenation , 1996 .

[18]  T. Keiderling,et al.  A convenient synthesis of chiral succinic acid-d2 by catalytic asymmetric reduction using a ruthenium BINAP catalyst , 1995 .

[19]  D. Blackmond,et al.  Observation of a [RuCl2((S)-(-)-tol-binap)]2.cntdot.N(C2H5)3-Catalyzed Isomerization-Hydrogenation Network , 1995 .

[20]  T. Ohta,et al.  BINAP-Ru(II) and BINAP-Rh(I)-catalyzed asymmetric hydrogenation of olefins without heteroatom-functionalities , 1995 .

[21]  R. Noyori,et al.  Stereoselective Organic Synthesis via Dynamic Kinetic Resolution , 1995 .

[22]  A. Chan,et al.  Mechanistic aspects of Ru(BINAP)-catalysed asymmetric hydrogenation of vinylcarboxylic acid derivatives , 1995 .

[23]  M. Sawamura,et al.  Enantioselective hydrogenation of β-disubstituted α-acetamidoacrylates catalyzed by rhodium complexes with TRAP trans-chelating chiral phosphine ligands , 1995 .

[24]  S. Buchwald,et al.  CATALYTIC ASYMMETRIC HYDROGENATION OF IMINES WITH A CHIRAL TITANOCENE CATALYST : KINETIC AND MECHANISTIC INVESTIGATIONS , 1994 .

[25]  S. Buchwald,et al.  CATALYTIC ASYMMETRIC HYDROGENATION OF IMINES WITH A CHIRAL TITANOCENE CATALYST : SCOPE AND LIMITATIONS , 1994 .

[26]  J. Bakos,et al.  Chiral Sulfonated Phosphines. 9. Role of Water in the Hydrogenation of Dehydro Amino Acids , 1994 .

[27]  R. Noyori,et al.  Asymmetric catalysis in organic synthesis , 1994 .

[28]  R. Noyori,et al.  Quantitative expression of dynamic kinetic resolution of chirally labile enantiomers: stereoselective hydrogenation of 2-substituted 3-oxo carboxylic esters catalyzed by BINAP-ruthenium(II) complexes , 1993 .

[29]  P. Jessop,et al.  Reactions of transition metal dihydrogen complexes , 1992 .

[30]  R. Noyori,et al.  Practical Synthesis of BINAP-Ruthenium(II) Dicarboxylate Complexes , 1992 .

[31]  M. Fujie,et al.  Preparation of pure tritium for a liquid D2/T2 target of muon-catalyzed fusion experiments , 1992 .

[32]  J. Halpern,et al.  Crystal and molecular structure of an asymmetric hydrogenation catalyst-substrate adduct, .DELTA.-bis(tiglato){(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl}ruthenium(II), [RuII(BINAP)(O2CCMe:CHMe)2] , 1991 .

[33]  J. Halpern,et al.  Kinetics and mechanism of catalysis of the asymmetric hydrogenation of .alpha.,.beta.-unsaturated carboxylic acids by bis(carboxylato) {2,2'-bis(diphenylphosphino)-1,1'-binaphthyl}ruthenium(II), [RuII(BINAP) (O2CR)2] , 1991 .

[34]  R. Noyori,et al.  Enantioselective synthesis of β-amino acids based on BINAP—ruthenium(II) catalyzed hydrogenation , 1991 .

[35]  R. Noyori,et al.  Stereochemistry and mechanism of the asymmetric hydrogenation of unsaturated carboxylic acids catalyzed by binap—-ruthenium(II) dicarboxylate complexes , 1990 .

[36]  R. Noyori,et al.  Enantioselective Catalysis with Metal Complexes. An Overview , 1989 .

[37]  R. Noyori,et al.  Bis(diarylphosphino)-1,1 binaphthyl (BINAP)-ruthenium(II) dicarboxylate complexes: new, highly efficient catalysts for asymmetric hydrogenations , 1988 .

[38]  R. Noyori,et al.  Asymmetric hydrogenation of unsaturated carboxylic acids catalyzed by BINAP-ruthenium(II) complexes , 1987 .

[39]  Jack Halpern,et al.  Asymmetric hydrogenation of methyl (Z)-.alpha.-acetamidocinnamate catalyzed by [1,2-bis(phenyl-o-anisoyl)phosphino)ethane]rhodium(I): kinetics, mechanism and origin of enantioselection , 1987 .

[40]  R. Scheffold Modern Synthetic Methods , 1983 .

[41]  W. Knowles,et al.  Use of deuterium to investigate E-Z isomerizations during rhodium-catalyzed reduction. Asymmetric induction and mechanistic implications , 1978 .

[42]  C. Detellier,et al.  Asymmetric catalysis with chiral complexes of rhodium-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane. 6. On the mechanism of reduction of (E,Z)-.alpha.-acylaminocinnamic acids with homogeneous rhodium catalysts , 1978 .

[43]  J. Klein,et al.  The stereochemistry of the reaction of Grignard and lithium reagents with phenyl- and methyl-propiolic acids , 1970 .

[44]  J. Klein,et al.  Stereospecific addition of alkylcopper reagents to .alpha.,.beta.-acetylenic acids. The nature of the vinylic enolate , 1969 .

[45]  D. Cram,et al.  Electrophilic substitution at saturated carbon. XLIII. Alkylammonium carbanide ion-pair reorganization reactions in base-catalyzed 1,3-proton transfer in an indene system , 1969 .

[46]  M. Ohta,et al.  On Olefin Synthesis with Phosphonate Carbanions , 1962 .

[47]  E. Corey,et al.  CHEMISTRY OF DIIMIDE. II. STEREOCHEMISTRY OF HYDROGEN TRANSFER TO CARBON-CARBON MULTIPLE BONDS , 1961 .

[48]  S. Arrhenius Über die Reaktionsgeschwindigkeit bei der Inversion von Rohrzucker durch Säuren , 1889 .