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Volumn 40, Issue 12, 2007, Pages 1402-1411

Iridium-catalyzed asymmetric hydrogenation of olefins

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ANION; IRIDIUM; LIGAND;

EID: 38049078593     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar700113g     Document Type: Review
Times cited : (524)

References (61)
  • 1
    • 0037124758 scopus 로고    scopus 로고
    • Asymmetric Hydrogenations
    • Knowles, W. S. Asymmetric Hydrogenations. Angew. Chem., Int. Ed. 2002, 41, 1998-2007.
    • (2002) Angew. Chem., Int. Ed , vol.41 , pp. 1998-2007
    • Knowles, W.S.1
  • 2
    • 0034697497 scopus 로고    scopus 로고
    • Blaser, H. U, Schmidt, E, Eds, Wiley-VCH: Weinheim
    • Blaser, H. U., Schmidt, E., Eds. Asymmetric Catalysis on Industrial Scale; Wiley-VCH: Weinheim, 2004.
    • (2004) Asymmetric Catalysis on Industrial Scale
  • 3
    • 0000701744 scopus 로고    scopus 로고
    • Hydrogenation of Functionalized Carbon-Carbon Double Bonds
    • Jacobsen, E. N, Pfaltz, A, Yamamoto, Y, Eds, Springer: Berlin, Chapter 5.1
    • (a) Brown, J. M. Hydrogenation of Functionalized Carbon-Carbon Double Bonds. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, Y., Eds.; Springer: Berlin, 1999; Vol. I, Chapter 5.1.
    • (1999) Comprehensive Asymmetric Catalysis , vol.1
    • Brown, J.M.1
  • 4
    • 0037124885 scopus 로고    scopus 로고
    • Asymmetric Catalysis: Science and Opportunities
    • (b) Noyori, R. Asymmetric Catalysis: Science and Opportunities. Angew. Chem., Int. Ed. 2002, 41, 2008-2022.
    • (2002) Angew. Chem., Int. Ed , vol.41 , pp. 2008-2022
    • Noyori, R.1
  • 5
    • 0032476793 scopus 로고    scopus 로고
    • Enantioselective Hydrogenation of Olefins with Iridium-Phosphanodihydrooxazole Catalysts
    • (a) Lightfoot, A.; Schnider, P.; Pfaltz, A. Enantioselective Hydrogenation of Olefins with Iridium-Phosphanodihydrooxazole Catalysts. Angew. Chem., Int. Ed. 1998, 37, 2897-2899.
    • (1998) Angew. Chem., Int. Ed , vol.37 , pp. 2897-2899
    • Lightfoot, A.1    Schnider, P.2    Pfaltz, A.3
  • 7
    • 0027859051 scopus 로고    scopus 로고
    • High enantioselectivities have also been reported for metallocene catalysts based on Ti, Zr, and lanthanides. However, these catalysts have not become practical for several reasons (difficult preparation and handling and/or low activity). Broene, R. D.; Buchwald, S. L. Asymmetric Hydrogenation of Unfunctionalized Olefins with a Chiral Titanocene Catalyst. J. Am. Chem. Soc. 1993, 115, 12569-12570.
    • (a) High enantioselectivities have also been reported for metallocene catalysts based on Ti, Zr, and lanthanides. However, these catalysts have not become practical for several reasons (difficult preparation and handling and/or low activity). Broene, R. D.; Buchwald, S. L. Asymmetric Hydrogenation of Unfunctionalized Olefins with a Chiral Titanocene Catalyst. J. Am. Chem. Soc. 1993, 115, 12569-12570.
  • 8
    • 0033606284 scopus 로고    scopus 로고
    • Troutman, M. V.; Appella, D. H.; Buchwald, S. L. Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with a Cationic Zirconocene Catalyst. J. Am. Chem. Soc. 1999, 121, 4916-4917.
    • (b) Troutman, M. V.; Appella, D. H.; Buchwald, S. L. Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with a Cationic Zirconocene Catalyst. J. Am. Chem. Soc. 1999, 121, 4916-4917.
  • 10
    • 33845560987 scopus 로고
    • Iridium Compounds in Catalysis
    • Crabtree, R. H. Iridium Compounds in Catalysis. Acc. Chem. Res. 1979, 12, 331-337.
    • (1979) Acc. Chem. Res , vol.12 , pp. 331-337
    • Crabtree, R.H.1
  • 11
    • 26444468950 scopus 로고    scopus 로고
    • Catalytic Homogeneous Asymmetric Hydrogenations of Largely Unfunctionalized Alkenes
    • For related reviews, see
    • (a) For related reviews, see: Cui, X.; Burgess, K. Catalytic Homogeneous Asymmetric Hydrogenations of Largely Unfunctionalized Alkenes. Chem. Rev. 2005, 105, 3272-3297.
    • (2005) Chem. Rev , vol.105 , pp. 3272-3297
    • Cui, X.1    Burgess, K.2
  • 12
    • 33646048747 scopus 로고    scopus 로고
    • Ir-Catalysed Asymmetric Hydrogenation: Ligands, Substrates and Mechanism
    • (b) Källström, K.; Munslow, I.; Andersson, P. G. Ir-Catalysed Asymmetric Hydrogenation: Ligands, Substrates and Mechanism. Chem. - Eur. J. 2006, 12, 3194-3200.
    • (2006) Chem. - Eur. J , vol.12 , pp. 3194-3200
    • Källström, K.1    Munslow, I.2    Andersson, P.G.3
  • 13
    • 0033949478 scopus 로고    scopus 로고
    • Phosphinooxazolines - A New Class of Versatile Modular P,N-Ligands for Asymmetric Catalysis
    • Helmchen, G.; Pfaltz, A. Phosphinooxazolines - A New Class of Versatile Modular P,N-Ligands for Asymmetric Catalysis. Acc. Chem. Res. 2000, 33, 336-345.
    • (2000) Acc. Chem. Res , vol.33 , pp. 336-345
    • Helmchen, G.1    Pfaltz, A.2
  • 14
  • 15
    • 0037416257 scopus 로고    scopus 로고
    • X-ray and NOE Studies on Trinuclear Iridium Hydride Phosphino Oxazoline (PHOX) Complexes
    • Smidt, S. P.; Pfaltz, A.; Martinez-Viviente, E.; Pregosin, P. S; Albinati, A. X-ray and NOE Studies on Trinuclear Iridium Hydride Phosphino Oxazoline (PHOX) Complexes. Organometallics 2003, 22, 1000-1009.
    • (2003) Organometallics , vol.22 , pp. 1000-1009
    • Smidt, S.P.1    Pfaltz, A.2    Martinez-Viviente, E.3    Pregosin, P.S.4    Albinati, A.5
  • 16
    • 3843138035 scopus 로고    scopus 로고
    • Noncoordinating Anions - Fact or Fiction? A Survey of Likely Candidates
    • For a review of anions of this type, see
    • For a review of anions of this type, see: Krossing, I.; Raabe, I. Noncoordinating Anions - Fact or Fiction? A Survey of Likely Candidates. Angew. Chem., Int. Ed. 2004, 43, 2066-2090.
    • (2004) Angew. Chem., Int. Ed , vol.43 , pp. 2066-2090
    • Krossing, I.1    Raabe, I.2
  • 17
    • 5444221814 scopus 로고    scopus 로고
    • Enantioselective Hydrogenation of Alkenes with Iridium-PHOX Catalysts: A Kinetic Study of Anion Effects
    • Smidt, S. P.; Zimmermann, N.; Studer, M.; Pfaltz, A. Enantioselective Hydrogenation of Alkenes with Iridium-PHOX Catalysts: A Kinetic Study of Anion Effects. Chem. - Eur. J. 2004, 10, 4685-4693.
    • (2004) Chem. - Eur. J , vol.10 , pp. 4685-4693
    • Smidt, S.P.1    Zimmermann, N.2    Studer, M.3    Pfaltz, A.4
  • 18
    • 0035803746 scopus 로고    scopus 로고
    • A New Class of Modular Phosphinite-Oxazoline Ligands: Ir-Catalyzed Enantioselective Hydrogenation of Alkenes
    • (a) Blankenstein, J.; Pfaltz, A. A New Class of Modular Phosphinite-Oxazoline Ligands: Ir-Catalyzed Enantioselective Hydrogenation of Alkenes. Angew. Chem., Int. Ed. 2001, 40, 4445-4447.
    • (2001) Angew. Chem., Int. Ed , vol.40 , pp. 4445-4447
    • Blankenstein, J.1    Pfaltz, A.2
  • 19
    • 38049083647 scopus 로고    scopus 로고
    • Menges, F.; Pfaltz, A. Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation. Adv. Synth. Catal. 2002, 334, 4044. Two Ir(ThrePHOX) complexes are available from Strem, Inc. (catalog no. 77-5010, 77-5020).
    • (b) Menges, F.; Pfaltz, A. Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation. Adv. Synth. Catal. 2002, 334, 4044. Two Ir(ThrePHOX) complexes are available from Strem, Inc. (catalog no. 77-5010, 77-5020).
  • 21
    • 38049032278 scopus 로고    scopus 로고
    • PhD Thesis, University of Basel
    • Menges, F. PhD Thesis, University of Basel, 2004.
    • (2004)
    • Menges, F.1
  • 22
    • 3042715450 scopus 로고    scopus 로고
    • Smidt, S. P.; Menges, F.; Pfaltz, A. SimplePHOX, a Readily Available Chiral Ligand System for Iridium-Catalyzed Asymmetric Hydrogenation. Org. Lett. 2004, 6, 2023-2026.
    • Smidt, S. P.; Menges, F.; Pfaltz, A. SimplePHOX, a Readily Available Chiral Ligand System for Iridium-Catalyzed Asymmetric Hydrogenation. Org. Lett. 2004, 6, 2023-2026.
  • 23
    • 23944487696 scopus 로고    scopus 로고
    • Harmata, M.; Hong, X. Benzothiazines in Synthesis. A Total Synthesis of Pseudopteroxazole. Org. Lett. 2005, 7, 3581-3583.
    • Harmata, M.; Hong, X. Benzothiazines in Synthesis. A Total Synthesis of Pseudopteroxazole. Org. Lett. 2005, 7, 3581-3583.
  • 25
    • 0035817233 scopus 로고    scopus 로고
    • Simple Phosphinite-oxazoline Ligands for Asymmetric Catalysis
    • Jones, G.; Richards, C. J. Simple Phosphinite-oxazoline Ligands for Asymmetric Catalysis. Tetrahedron Lett. 2001, 42, 5553-5555.
    • (2001) Tetrahedron Lett , vol.42 , pp. 5553-5555
    • Jones, G.1    Richards, C.J.2
  • 26
    • 0037425538 scopus 로고    scopus 로고
    • Optically Active Iridium Imidazol-2-ylidene-oxazoline Complexes: Preparation and Use in Asymmetric Hydrogenation of Arylalkenes
    • Perry, M. C.; Cui, X.; Powell, M. T.; Hou, D.-R.; Reibenspies, J. H.; Burgess, K. Optically Active Iridium Imidazol-2-ylidene-oxazoline Complexes: Preparation and Use in Asymmetric Hydrogenation of Arylalkenes. J. Am. Chem. Soc. 2003, 125, 113-123.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 113-123
    • Perry, M.C.1    Cui, X.2    Powell, M.T.3    Hou, D.-R.4    Reibenspies, J.H.5    Burgess, K.6
  • 27
    • 34147167068 scopus 로고    scopus 로고
    • α,ω-Functionalized 2,4-Dimethylpentane Dyads and 2,4,6-Trimethylheptane Triads through Asymmetric Hydrogenation
    • Zhou, J.; Burgess, K. α,ω-Functionalized 2,4-Dimethylpentane Dyads and 2,4,6-Trimethylheptane Triads through Asymmetric Hydrogenation. Angew. Chem., Int. Ed. 2007, 46, 1129-1131.
    • (2007) Angew. Chem., Int. Ed , vol.46 , pp. 1129-1131
    • Zhou, J.1    Burgess, K.2
  • 28
    • 34147162218 scopus 로고    scopus 로고
    • Zhou, J.; Zhu, Y.; Burgess, K. Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18- Hexamethyldocosane from Antitrogus parvulus via Diastereoselective Hydrogenations. Org. Lett. 2007, 9, 1391-1393.
    • Zhou, J.; Zhu, Y.; Burgess, K. Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18- Hexamethyldocosane from Antitrogus parvulus via Diastereoselective Hydrogenations. Org. Lett. 2007, 9, 1391-1393.
  • 29
    • 0344875242 scopus 로고    scopus 로고
    • Iridium-Mediated Asymmetric Hydrogenation of 2,3-Diphenylbutadiene: A Revealing Kinetic Study
    • (a) Cui, X.; Burgess, K. Iridium-Mediated Asymmetric Hydrogenation of 2,3-Diphenylbutadiene: A Revealing Kinetic Study. J. Am. Chem. Soc. 2003, 123, 14212.
    • (2003) J. Am. Chem. Soc , vol.123 , pp. 14212
    • Cui, X.1    Burgess, K.2
  • 30
    • 14544301416 scopus 로고    scopus 로고
    • Stereoselective Hydrogenations of Aryl-Substituted Dienes
    • (b) Cui, X.; Ogle, J. W.; Burgess, K. Stereoselective Hydrogenations of Aryl-Substituted Dienes. Chem. Commun. 2005, 672-674.
    • (2005) Chem. Commun , pp. 672-674
    • Cui, X.1    Ogle, J.W.2    Burgess, K.3
  • 32
    • 33747233073 scopus 로고    scopus 로고
    • Iridium Catalysts with Bicyclic Pyridine-Phosphinite Ligands: Asymmetric Hydrogenation of Olefins and Furan Derivatives
    • (a) Kaiser, S.; Smidt, S. P.; Pfaltz, A. Iridium Catalysts with Bicyclic Pyridine-Phosphinite Ligands: Asymmetric Hydrogenation of Olefins and Furan Derivatives. Angew. Chem., Int. Ed. 2006, 45, 5194-5197.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 5194-5197
    • Kaiser, S.1    Smidt, S.P.2    Pfaltz, A.3
  • 33
    • 33744534494 scopus 로고    scopus 로고
    • Synthesis of Tunable Phosphinite-Pyridine Ligands and Their Applications in Asymmetric Hydrogenation
    • Liu, Q.-B.; Yu, C.-B.; Zhou, Y.-G. Synthesis of Tunable Phosphinite-Pyridine Ligands and Their Applications in Asymmetric Hydrogenation. Tetrahedron Lett. 2006, 47, 4733-4736.
    • (2006) Tetrahedron Lett , vol.47 , pp. 4733-4736
    • Liu, Q.-B.1    Yu, C.-B.2    Zhou, Y.-G.3
  • 34
    • 7744246546 scopus 로고    scopus 로고
    • Rationally Designed Ligands for Asymmetric Iridium-Catalyzed Hydrogenation of Olefins
    • Källstrom, K.; Hedberg, C.; Brandt, P.; Bayer, A.; Andersson, P. G. Rationally Designed Ligands for Asymmetric Iridium-Catalyzed Hydrogenation of Olefins. J. Am. Chem. Soc. 2004, 126, 14308-14309.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 14308-14309
    • Källstrom, K.1    Hedberg, C.2    Brandt, P.3    Bayer, A.4    Andersson, P.G.5
  • 35
    • 33644942545 scopus 로고    scopus 로고
    • Asymmetric Hydrogenation of Trisubstituted Olefins with Iridium-Phosphine Thiazole Complexes: A Further Investigation of the Ligand Structure
    • Hedberg, C.; Källstrom, K.; Brandt, P.; Hansen, L.; Andersson, P. G. Asymmetric Hydrogenation of Trisubstituted Olefins with Iridium-Phosphine Thiazole Complexes: A Further Investigation of the Ligand Structure. J. Am. Chem. Soc. 2006, 128, 2995-3001.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 2995-3001
    • Hedberg, C.1    Källstrom, K.2    Brandt, P.3    Hansen, L.4    Andersson, P.G.5
  • 36
    • 33644749156 scopus 로고    scopus 로고
    • Asymmetric Hydrogenation of Imines and Olefins Using Phosphine-Oxazoline Iridium Complexes as Catalysts
    • Trifonova, A.; Diesen, J. S.; Andersson, P. G. Asymmetric Hydrogenation of Imines and Olefins Using Phosphine-Oxazoline Iridium Complexes as Catalysts. Chem. - Eur. J. 2006, 12, 2318-2328.
    • (2006) Chem. - Eur. J , vol.12 , pp. 2318-2328
    • Trifonova, A.1    Diesen, J.S.2    Andersson, P.G.3
  • 37
    • 33845989482 scopus 로고    scopus 로고
    • Iridium-Catalyzed Asymmetrie Hydrogenation of Vinylsilanes as a Route to Optically Active Silanes
    • Källstrom, K.; Munslow, I. J.; Hedberg, C.; Andersson, P. G. Iridium-Catalyzed Asymmetrie Hydrogenation of Vinylsilanes as a Route to Optically Active Silanes. Adv. Synth. Catal. 2006, 348, 2575-2578.
    • (2006) Adv. Synth. Catal , vol.348 , pp. 2575-2578
    • Källstrom, K.1    Munslow, I.J.2    Hedberg, C.3    Andersson, P.G.4
  • 38
    • 34247472568 scopus 로고    scopus 로고
    • Iridium-Catalyzed Asymmetric Hydrogenation of Fluorinated Olefins Using N,P-Ligands: A Struggle with Hydrogenolysis and Selectivity
    • Engman, M.; Diesen, J. S.; Paptchikhine, A.; Andersson, P. G. Iridium-Catalyzed Asymmetric Hydrogenation of Fluorinated Olefins Using N,P-Ligands: A Struggle with Hydrogenolysis and Selectivity. J. Am. Chem. Soc. 2007, 129, 4536-4537.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 4536-4537
    • Engman, M.1    Diesen, J.S.2    Paptchikhine, A.3    Andersson, P.G.4
  • 39
    • 34248398097 scopus 로고    scopus 로고
    • Asymmetric Hydrogenation of Enol Phosphinates by Iridium Catalysts Having N,P Ligands
    • Cheruka, P.; Gohil, S.; Andersson, P. G. Asymmetric Hydrogenation of Enol Phosphinates by Iridium Catalysts Having N,P Ligands. Org. Lett. 2007, 9, 1659-1661.
    • (2007) Org. Lett , vol.9 , pp. 1659-1661
    • Cheruka, P.1    Gohil, S.2    Andersson, P.G.3
  • 40
    • 0041317018 scopus 로고    scopus 로고
    • Bunlaksananusorn, T.; Polborn, K.; Knochel, P. New P,N Ligands for Asymmetric Ir-Catalyzed Reactions. Angew. Chem., Int. Ed. 2003, 42, 3941-3943.
    • (a) Bunlaksananusorn, T.; Polborn, K.; Knochel, P. New P,N Ligands for Asymmetric Ir-Catalyzed Reactions. Angew. Chem., Int. Ed. 2003, 42, 3941-3943.
  • 41
    • 34247892462 scopus 로고    scopus 로고
    • High Enantioselectivity Is Induced by a Single Monodentate Phosphoramidite Ligand in Iridium-Catalysed Asymmetric Hydrogenation
    • See also
    • (b) See also: Giacomina, F.; Meetsma, A.; Panella, L.; Lefort, L.; de Vries, A. H. M.; de Vries, J. G. High Enantioselectivity Is Induced by a Single Monodentate Phosphoramidite Ligand in Iridium-Catalysed Asymmetric Hydrogenation. Angew. Chem., Int. Ed. 2007, 46, 1497-1500.
    • (2007) Angew. Chem., Int. Ed , vol.46 , pp. 1497-1500
    • Giacomina, F.1    Meetsma, A.2    Panella, L.3    Lefort, L.4    de Vries, A.H.M.5    de Vries, J.G.6
  • 42
    • 1342290287 scopus 로고    scopus 로고
    • Synthesis of a New Class of Conformationally Rigid Phosphino-oxazolines: Highly Enantioselective Ligands for Ir-Catalyzed Asymmetric Hydrogenation
    • (a) Liu, D.; Tang, W.; Zhang, X. Synthesis of a New Class of Conformationally Rigid Phosphino-oxazolines: Highly Enantioselective Ligands for Ir-Catalyzed Asymmetric Hydrogenation. Org. Lett. 2004, 6, 513-516.
    • (2004) Org. Lett , vol.6 , pp. 513-516
    • Liu, D.1    Tang, W.2    Zhang, X.3
  • 43
    • 2942536406 scopus 로고    scopus 로고
    • Synthesis of Iridium Complexes with New Planar Chiral Chelating Phosphinylimidazolylidene Ligands and their Application in Asymmetric Hydrogenation
    • (b) Focken, T.; Raabe, G.; Bolm, C. Synthesis of Iridium Complexes with New Planar Chiral Chelating Phosphinylimidazolylidene Ligands and their Application in Asymmetric Hydrogenation. Tetrahedron: Asymmetry 2004, 15, 1693-1706.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 1693-1706
    • Focken, T.1    Raabe, G.2    Bolm, C.3
  • 44
    • 0037955999 scopus 로고    scopus 로고
    • Iridium-HetPHOX Complexes for the Catalytic Asymmetric Hydrogenation of Olefins and Imines
    • (d) Cozzi, P. G.; Menges, F.; Kaiser, S. Iridium-HetPHOX Complexes for the Catalytic Asymmetric Hydrogenation of Olefins and Imines. Synlett. 2003, 833-836.
    • (2003) Synlett , pp. 833-836
    • Cozzi, P.G.1    Menges, F.2    Kaiser, S.3
  • 45
    • 1642391051 scopus 로고    scopus 로고
    • Application of P,N-Sulfinyl Imine Ligands to Iridium-Catalyzed Asymmetric Hydrogenation of Olefins
    • (e) Schenkel, L. B.; Ellman, J. A. Application of P,N-Sulfinyl Imine Ligands to Iridium-Catalyzed Asymmetric Hydrogenation of Olefins. J. Org. Chem. 2004, 69, 1800-1802.
    • (2004) J. Org. Chem , vol.69 , pp. 1800-1802
    • Schenkel, L.B.1    Ellman, J.A.2
  • 46
    • 36049040593 scopus 로고    scopus 로고
    • Iridium-Catalyzed Hydrogenation of Unfunctionalized Tetrasubstituted Olefins
    • in press
    • Schrems, M. G.; Neumann, E.; Pfaltz, A. Iridium-Catalyzed Hydrogenation of Unfunctionalized Tetrasubstituted Olefins. Angew. Chem., Int. Ed. 2007, 46, in press.
    • (2007) Angew. Chem., Int. Ed , vol.46
    • Schrems, M.G.1    Neumann, E.2    Pfaltz, A.3
  • 47
    • 0027407117 scopus 로고    scopus 로고
    • Sprinz, J.; Helmchen, G. Phospinoaryl- and Phosphinoalkyloxazolines as New Ligands for Enantioselective Catalysis: Very High Enantioselectivity in Palladium Catalyzed Allylic Substitutions. Tetrahedron Lett. 1993, 34, 1769-1772.
    • Sprinz, J.; Helmchen, G. Phospinoaryl- and Phosphinoalkyloxazolines as New Ligands for Enantioselective Catalysis: Very High Enantioselectivity in Palladium Catalyzed Allylic Substitutions. Tetrahedron Lett. 1993, 34, 1769-1772.
  • 48
    • 31944450636 scopus 로고    scopus 로고
    • Asymmetric Hydrogenation of Unfunctionalized, Purely Alkyl-Substituted Olefins
    • (a) Bell, S.; Wüstenberg, B.; Kaiser, S.; Menges, F.; Netscher, T.; Pfaltz, A. Asymmetric Hydrogenation of Unfunctionalized, Purely Alkyl-Substituted Olefins. Science 2006, 311, 642-644.
    • (2006) Science , vol.311 , pp. 642-644
    • Bell, S.1    Wüstenberg, B.2    Kaiser, S.3    Menges, F.4    Netscher, T.5    Pfaltz, A.6
  • 49
    • 38049087986 scopus 로고    scopus 로고
    • Wüstenberg, B. PhD Thesis, University of Basel, 2003.
    • (b) Wüstenberg, B. PhD Thesis, University of Basel, 2003.
  • 50
  • 51
    • 33747233073 scopus 로고    scopus 로고
    • Iridium Catalysts with Bicyclic Pyridine-Phosphinite Ligands: Asymmetric Hydrogenation of Olefins and Furan Derivatives
    • Kaiser, S.; Smidt, S. P.; Pfaltz, A. Iridium Catalysts with Bicyclic Pyridine-Phosphinite Ligands: Asymmetric Hydrogenation of Olefins and Furan Derivatives. Angew. Chem., Int. Ed. 2006, 45, 5194-5197.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 5194-5197
    • Kaiser, S.1    Smidt, S.P.2    Pfaltz, A.3
  • 52
    • 21244463410 scopus 로고    scopus 로고
    • Catalytic Asymmetric Hydrogenation of N-Iminopyridinium Ylides: Expedient Approach to Enantioenriched Substituted Piperidine Derivatives
    • Legault, C. Y.; Charette, A. B. Catalytic Asymmetric Hydrogenation of N-Iminopyridinium Ylides: Expedient Approach to Enantioenriched Substituted Piperidine Derivatives. J. Am. Chem. Soc. 2005, 127, 8966-8967.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 8966-8967
    • Legault, C.Y.1    Charette, A.B.2
  • 53
    • 18244385292 scopus 로고
    • Dihydrido Olefin and Solvato Complexes of Iridium and the Mechanisms of Olefin Hydrogenation and Alkane Dehydrogenation
    • Crabtree, R. H.; Demou, P. C.; Eden, D.; Mihelcic, J. M.; Parnell, C. A.; Quirk, J. M.; Morris, G. E. Dihydrido Olefin and Solvato Complexes of Iridium and the Mechanisms of Olefin Hydrogenation and Alkane Dehydrogenation. J. Am. Chem. Soc. 1982, 104, 6994-7001.
    • (1982) J. Am. Chem. Soc , vol.104 , pp. 6994-7001
    • Crabtree, R.H.1    Demou, P.C.2    Eden, D.3    Mihelcic, J.M.4    Parnell, C.A.5    Quirk, J.M.6    Morris, G.E.7
  • 54
    • 7444244440 scopus 로고    scopus 로고
    • Mazet, C.; Smidt, S. P.; Meuwly, M.; Pfaltz, A. A Combined Experimental and Computational Study of Dihydrido(phosphinooxazoline)iridium Complexes. J. Am. Chem. Soc. 2004, 126, 14176-14181.
    • Mazet, C.; Smidt, S. P.; Meuwly, M.; Pfaltz, A. A Combined Experimental and Computational Study of Dihydrido(phosphinooxazoline)iridium Complexes. J. Am. Chem. Soc. 2004, 126, 14176-14181.
  • 56
    • 0037415081 scopus 로고    scopus 로고
    • New Mechanistic Insights into the Iridium-Phosphanooxazoline-Catalyzed Hydrogenation of Unfunctionalized Olefins: A DFT and Kinetic Study
    • Brandt, P.; Hedberg, C.; Andersson, P. G. New Mechanistic Insights into the Iridium-Phosphanooxazoline-Catalyzed Hydrogenation of Unfunctionalized Olefins: A DFT and Kinetic Study. Chem. - Eur. J. 2003, 9, 339-347.
    • (2003) Chem. - Eur. J , vol.9 , pp. 339-347
    • Brandt, P.1    Hedberg, C.2    Andersson, P.G.3
  • 57
    • 11244340733 scopus 로고    scopus 로고
    • Electronic Effects Steer the Mechanism of Asymmetric Hydrogenation of Unfunctionalized Aryl-Substituted Alkenes
    • Fan, Y.; Cui, X.; Burgess, K.; Hall, M. B. Electronic Effects Steer the Mechanism of Asymmetric Hydrogenation of Unfunctionalized Aryl-Substituted Alkenes. J. Am. Chem. Soc. 2004, 126, 16688-16689.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 16688-16689
    • Fan, Y.1    Cui, X.2    Burgess, K.3    Hall, M.B.4
  • 59
    • 0030944755 scopus 로고    scopus 로고
    • Enantioselective Hydrogenation of Imines with Chiral (Phosphanodihydrooxazole)iridium Catalysts
    • (a) Schnider, P.; Koch, G.; Prétôt, R.; Wang, G.; Bohnen, F. M.; Krüger, K.; Pfaltz, A. Enantioselective Hydrogenation of Imines with Chiral (Phosphanodihydrooxazole)iridium Catalysts. Chem. - Eur. J. 1997, 3, 887-892.
    • (1997) Chem. - Eur. J , vol.3 , pp. 887-892
    • Schnider, P.1    Koch, G.2    Prétôt, R.3    Wang, G.4    Bohnen, F.M.5    Krüger, K.6    Pfaltz, A.7
  • 60
    • 28244467432 scopus 로고    scopus 로고
    • Diphenylphospanylsulfoxymines as Ligands in Iridium-Catalyzed Asymmetric Imine Hydrogenation
    • (b) Moessner, C.; Bolm, C. Diphenylphospanylsulfoxymines as Ligands in Iridium-Catalyzed Asymmetric Imine Hydrogenation. Angew. Chem., Int. Ed. 2005, 44, 7564-7567.
    • (2005) Angew. Chem., Int. Ed , vol.44 , pp. 7564-7567
    • Moessner, C.1    Bolm, C.2
  • 61
    • 33749521436 scopus 로고    scopus 로고
    • Well-Defined Chiral Spiro Iridium/Phosphine-Oxazoline Cationic Complexes for Highly Enantioselective Hydrogenation of Imines at Ambient Pressure
    • and references cited therein
    • (c) Zhu, S.-F.; Xie, J.-B.; Zhang, Y.-Z.; Li, S.; Zhou, Q.-L. Well-Defined Chiral Spiro Iridium/Phosphine-Oxazoline Cationic Complexes for Highly Enantioselective Hydrogenation of Imines at Ambient Pressure. J. Am. Chem. Soc. 2006, 128, 12886-12891, and references cited therein.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 12886-12891
    • Zhu, S.-F.1    Xie, J.-B.2    Zhang, Y.-Z.3    Li, S.4    Zhou, Q.-L.5


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