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Volumn 39, Issue 10, 2006, Pages 711-720

P-Phos: A family of versatile and effective atropisomeric dipyridylphosphine ligands in asymmetric catalysis

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; KETONE; LIGAND; PHOSPHINE DERIVATIVE; PYRIDINE DERIVATIVE; STYRENE DERIVATIVE;

EID: 33750624379     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar0680015     Document Type: Article
Times cited : (128)

References (64)
  • 2
    • 0004225917 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds. Springer: Berlin
    • (b) Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds. Comprehensive Asymmetric Catalyses; Springer: Berlin, 1999.
    • (1999) Comprehensive Asymmetric Catalyses
  • 4
    • 0043240879 scopus 로고    scopus 로고
    • New Chiral Phosphorus Ligands for Enantioselective Hydrogenation
    • For some recent reviews, see: (a) Tang, W.; Zhang, X. New Chiral Phosphorus Ligands for Enantioselective Hydrogenation. Chem. Rev. 2003, 103, 3029-3070.
    • (2003) Chem. Rev. , vol.103 , pp. 3029-3070
    • Tang, W.1    Zhang, X.2
  • 5
    • 19044372134 scopus 로고    scopus 로고
    • Recent Advances in Biaryl-Type Bisphosphine Ligands
    • (b) Shimizu, H.; Nagasaki, I.; Saito, T. Recent Advances in Biaryl-Type Bisphosphine Ligands. Tetrahedron 2005, 61, 5405-5432.
    • (2005) Tetrahedron , vol.61 , pp. 5405-5432
    • Shimizu, H.1    Nagasaki, I.2    Saito, T.3
  • 6
    • 33750608438 scopus 로고    scopus 로고
    • note
    • BINAP = 2,2-bis(diphenylphosphanyl)-1,1-binaphthyl; BIPHEMP = (6,6′-dimethylbiphenyl-2,2′-diyl)bis(diphenylphosphine); MeO-BIPHEP = (6,6′-dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine).
  • 7
    • 37049090794 scopus 로고
    • (Diphenylphosphino)-Biheteroaryls: The First Example of a New Class of Chiral Atropisomeric Chelating Diphosphine Ligands for Transition Metal Catalysed Stereoselective Reactions
    • tetraMe-BITIANP = 2,2′-bis(diphenylphosphino)-4,4′,6, 6′-tetramethyl-3,3′-bibenzo[b]thiophene; tetraMe-BITIOP = 2,2′,5,5′-tetramethyl-4,4′-bis(diphenylphosphino)-3, 3′-bithiophene; N-Me-2-BINP = 3,3′-bis(diphenylphosphino)-1, 1′-dimethyl-2,2′-biindole. (a) Benincori, T.; Brenna, E.; Sannicolò, F.; Trimarco, L.; Antognazza, P.; Cesarotti E. (Diphenylphosphino)-Biheteroaryls: The First Example of a New Class of Chiral Atropisomeric Chelating Diphosphine Ligands for Transition Metal Catalysed Stereoselective Reactions. J. Chem. Soc., Chem. Commun. 1995, 685-686.
    • (1995) J. Chem. Soc., Chem. Commun. , pp. 685-686
    • Benincori, T.1    Brenna, E.2    Sannicolò, F.3    Trimarco, L.4    Antognazza, P.5    Cesarotti, E.6
  • 8
    • 0034615903 scopus 로고    scopus 로고
    • 2,2′,5,5′-Tetramethyl-4,4′-bis(diphenylphoshino)-3, 3′-bithiophene: A New, Very Efficient, Easily Accessible, Chiral Biheteroaromatic Ligand for Homogeneous Stereoselective Catalysis
    • (b) Benincori, T.; Cesarotti, E.; Piccolo, O.; Sannicolò, F. 2,2′,5,5′-Tetramethyl-4,4′-bis(diphenylphoshino)-3, 3′-bithiophene: A New, Very Efficient, Easily Accessible, Chiral Biheteroaromatic Ligand for Homogeneous Stereoselective Catalysis. J. Org. Chem. 2000, 65, 2043-2047.
    • (2000) J. Org. Chem. , vol.65 , pp. 2043-2047
    • Benincori, T.1    Cesarotti, E.2    Piccolo, O.3    Sannicolò, F.4
  • 9
    • 0034549341 scopus 로고    scopus 로고
    • 3,3′-Bis(diphenylphosphino)-1,1′-disubstituted-2, 2′-biindoles: Easily Accessible, Electron-Rich, Chiral Diphosphine Ligands for Homogeneous Enantioselective Hydrogenation of Oxoesters
    • (c) Benincori, T.; Piccolo, O.; Rizzo, S.; Sannicolò, F. 3,3′-Bis(diphenylphosphino)-1,1′-disubstituted-2,2′-biindoles: Easily Accessible, Electron-Rich, Chiral Diphosphine Ligands for Homogeneous Enantioselective Hydrogenation of Oxoesters. J. Org. Chem. 2000, 65, 8340-8347.
    • (2000) J. Org. Chem. , vol.65 , pp. 8340-8347
    • Benincori, T.1    Piccolo, O.2    Rizzo, S.3    Sannicolò, F.4
  • 11
    • 0033592456 scopus 로고    scopus 로고
    • Regio- and Enantioselective Heck Reactions of Aryl and Alkenyl Triflates with the New Chiral Ligand (R)-BITIANP
    • (a) Tietze, L. F.; Thede, K.; Sannicolò, F. Regio- and Enantioselective Heck Reactions of Aryl and Alkenyl Triflates with the New Chiral Ligand (R)-BITIANP. Chem. Commun. 1999, 1811-1812.
    • (1999) Chem. Commun. , pp. 1811-1812
    • Tietze, L.F.1    Thede, K.2    Sannicolò, F.3
  • 12
    • 0034615914 scopus 로고    scopus 로고
    • Enantioselective Synthesis of Tetrahydroisoquinolines and Benzazepines by Silane Terminated Heck Reactions with the Chiral Ligands (+)-TMBTP and (R)-BITIANP
    • (b) Tietze, L. F.; Thede, K.; Schimpf, R.; Sannicolò, F. Enantioselective Synthesis of Tetrahydroisoquinolines and Benzazepines by Silane Terminated Heck Reactions with the Chiral Ligands (+)-TMBTP and (R)-BITIANP. Chem. Commun. 2000, 583-584.
    • (2000) Chem. Commun. , pp. 583-584
    • Tietze, L.F.1    Thede, K.2    Schimpf, R.3    Sannicolò, F.4
  • 13
    • 9644310431 scopus 로고    scopus 로고
    • Biheteroaromatic Diphosphines and Their Transition Metal Complexes: Synthesis, Characterisation and Applications in Asymmetric Catalysis
    • Au-Yeung, T. T.-L.; Chan, A. S. C. Biheteroaromatic Diphosphines and Their Transition Metal Complexes: Synthesis, Characterisation and Applications in Asymmetric Catalysis. Coord. Chem. Rev. 2004, 248, 2151-2164.
    • (2004) Coord. Chem. Rev. , vol.248 , pp. 2151-2164
    • Au-Yeung, T.T.-L.1    Chan, A.S.C.2
  • 14
    • 0000628933 scopus 로고    scopus 로고
    • New Rhodium Pyridylphosphine Complexes and Their Application in Hydrogenation Reactions
    • Chan, A. S. C.; Chen, C.-C.; Cao, R. New Rhodium Pyridylphosphine Complexes and Their Application in Hydrogenation Reactions. Organometallics 1997, 16, 3469-3473.
    • (1997) Organometallics , vol.16 , pp. 3469-3473
    • Chan, A.S.C.1    Chen, C.-C.2    Cao, R.3
  • 15
    • 33748599653 scopus 로고
    • Tris(2-pyridyl)phosphine Complexes of Ruthenium(II) and Rhodium(I). Hydroformylation of Hex-1-ene by Rhodium Complexes
    • Kurtev, K.; Ribola, D.; Jones, R. A.; Cole-Hamilton, D. J.; Wilkinson, G. Tris(2-pyridyl)phosphine Complexes of Ruthenium(II) and Rhodium(I). Hydroformylation of Hex-1-ene by Rhodium Complexes. J. Chem. Soc., Dalton Trans. 1980, 55-58.
    • (1980) J. Chem. Soc., Dalton Trans. , pp. 55-58
    • Kurtev, K.1    Ribola, D.2    Jones, R.A.3    Cole-Hamilton, D.J.4    Wilkinson, G.5
  • 16
    • 0032544778 scopus 로고    scopus 로고
    • Synthesis of a Chiral Pyridylphosphine Ligand and a Comparison of Its Rhodium Complex with the Structurally Similar Arylphosphine Rhodium Catalysts in the Asymmetric Hydrogenation of 2-(6′-Methoxy-2′-naphthyl)propenoic Acid
    • (a) Hu, W.; Pai, C. C.; Chen, C. C.; Xue, G.; Chan, A. S. C. Synthesis of a Chiral Pyridylphosphine Ligand and a Comparison of Its Rhodium Complex with the Structurally Similar Arylphosphine Rhodium Catalysts in the Asymmetric Hydrogenation of 2-(6′-Methoxy-2′-naphthyl)propenoic Acid. Tetrahedron: Asymmetry 1998, 9, 3214-3246.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 3214-3246
    • Hu, W.1    Pai, C.C.2    Chen, C.C.3    Xue, G.4    Chan, A.S.C.5
  • 17
    • 0032509269 scopus 로고    scopus 로고
    • Synthesis of (-)-(4R,5R)-4,5-Bis[di-3′-(2′,6′- dimethoxypyridyl)-phosphinomethyl]-2,2-dimethyl-1,3-dioxolane and Its Application in the Rh-Catalyzed Asymmetric Hydrogenation Reactions
    • (b) Hu, W.; Chen, C. C.; Xue, G.; Chan, A. S. C. Synthesis of (-)-(4R,5R)-4,5-Bis[di-3′-(2′,6′-dimethoxypyridyl) -phosphinomethyl]-2,2-dimethyl-1,3-dioxolane and Its Application in the Rh-Catalyzed Asymmetric Hydrogenation Reactions. Tetrahedron: Asymmetry 1998, 9, 4183-4192.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 4183-4192
    • Hu, W.1    Chen, C.C.2    Xue, G.3    Chan, A.S.C.4
  • 18
    • 33750622377 scopus 로고    scopus 로고
    • Chiral Pyridylphosphines and Their Application in Asymmetric Catalytic Hydrogenation of 2-Arylpropenoic Acids
    • U.S. Patent 5,886,182
    • (a) Chan, A. S. C.; Pai, C.-C. Chiral Pyridylphosphines and Their Application in Asymmetric Catalytic Hydrogenation of 2-Arylpropenoic Acids. U.S. Patent 5,886,182, 1999.
    • (1999)
    • Chan, A.S.C.1    Pai, C.-C.2
  • 19
    • 0034703752 scopus 로고    scopus 로고
    • Highly Effective Chiral Dipyridylphosphine Ligands: Synthesis, Structural Determination, and Applications in the Ru-Catalyzed Asymmetric Hydrogenation Reactions
    • (b) Pai, C.-C.; Lin, C.-W.; Lin, C.-C.; Chen, C.-C.; Chan, A. S. C.; Wong, W. T. Highly Effective Chiral Dipyridylphosphine Ligands: Synthesis, Structural Determination, and Applications in the Ru-Catalyzed Asymmetric Hydrogenation Reactions. J. Am. Chem. Soc. 2000, 122, 11513-11514.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 11513-11514
    • Pai, C.-C.1    Lin, C.-W.2    Lin, C.-C.3    Chen, C.-C.4    Chan, A.S.C.5    Wong, W.T.6
  • 20
    • 0034972011 scopus 로고    scopus 로고
    • Synthesis and Structural Characterization of a Highly Effective Chiral Dipyridylphosphine Ligand and Its Application in the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters
    • Wu, J.; Chen, H.; Zhou, Z.-Y.; Yeung, C.-H.; Chan, A. S. C. Synthesis and Structural Characterization of a Highly Effective Chiral Dipyridylphosphine Ligand and Its Application in the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters. Synlett 2001, 1050-1054.
    • (2001) Synlett , pp. 1050-1054
    • Wu, J.1    Chen, H.2    Zhou, Z.-Y.3    Yeung, C.-H.4    Chan, A.S.C.5
  • 21
    • 0037127551 scopus 로고    scopus 로고
    • A New Chiral Dipyridylphosphine Ligand Xyl-P-Phos and Its Application in the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters
    • Wu, J.; Chen, H.; Kwok, W.-H.; Lam, K.-H.; Zhou, Z.-Y.; Yeung, C.-H.; Chan, A. S. C. A New Chiral Dipyridylphosphine Ligand Xyl-P-Phos and Its Application in the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters. Tetrahedron Lett. 2002, 43, 1539-1543.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 1539-1543
    • Wu, J.1    Chen, H.2    Kwok, W.-H.3    Lam, K.-H.4    Zhou, Z.-Y.5    Yeung, C.-H.6    Chan, A.S.C.7
  • 22
    • 0002164532 scopus 로고    scopus 로고
    • The Chiral Switch of (S)-Metolachlor: A Personal Account of an Industrial Odyssey in Asymmetric Catalysis
    • and references therein
    • (a) Blaser, H.-U. The Chiral Switch of (S)-Metolachlor: A Personal Account of an Industrial Odyssey in Asymmetric Catalysis. Adv. Synth. Catal. 2002, 344, 17-31 and references therein.
    • (2002) Adv. Synth. Catal. , vol.344 , pp. 17-31
    • Blaser, H.-U.1
  • 23
    • 0034614046 scopus 로고    scopus 로고
    • A Catalytic Asymmetric Suzuki Coupling for the Synthesis of Axially Chiral Biaryl Compounds
    • (b) Yin, J.; Buchwald, S. L. A Catalytic Asymmetric Suzuki Coupling for the Synthesis of Axially Chiral Biaryl Compounds. J. Am. Chem. Soc. 2000, 122, 12051-12052.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 12051-12052
    • Yin, J.1    Buchwald, S.L.2
  • 24
    • 17144374424 scopus 로고    scopus 로고
    • A Convenient Synthesis of 2,2′,6,6′-Tetramethoxy-4,4′- bis(dicyclohexylphosphino)-3,3′-bipyridine(Cy-P-Phos): Application in Rh-Catalyzed Asymmetric Hydrogenation of α-(Acylamino)acrylates
    • Wu, J.; Au-Yeung, T. T.-L.; Kwok, W.-H.; Ji, J.-X.; Zhou, Z.-Y.; Yeung, C.-H.; Chan, A. S. C. A Convenient Synthesis of 2,2′,6,6′- Tetramethoxy-4,4′-bis(dicyclohexylphosphino)-3,3′-bipyridine(Cy-P- Phos): Application in Rh-Catalyzed Asymmetric Hydrogenation of α-(Acylamino)acrylates. Adv. Synth. Catal. 2005, 347, 507-511.
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 507-511
    • Wu, J.1    Au-Yeung, T.T.-L.2    Kwok, W.-H.3    Ji, J.-X.4    Zhou, Z.-Y.5    Yeung, C.-H.6    Chan, A.S.C.7
  • 25
    • 0037067033 scopus 로고    scopus 로고
    • Mechanism of Asymmetric Hydrogenation of α-(Acylamino)acrylic Esters Catalyzed by BINAP-Ruthenium(II) Diacetate
    • and references therein
    • Kitamura, M.; Tsukamoto, M.; Bessho, Y.; Yoshimura, M.; Kobs, U.; Widhalm, M.; Noyori, R. Mechanism of Asymmetric Hydrogenation of α-(Acylamino)acrylic Esters Catalyzed by BINAP-Ruthenium(II) Diacetate. J. Am. Chem. Soc. 2002, 124, 6649 and references therein.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 6649
    • Kitamura, M.1    Tsukamoto, M.2    Bessho, Y.3    Yoshimura, M.4    Kobs, U.5    Widhalm, M.6    Noyori, R.7
  • 26
    • 0037453383 scopus 로고    scopus 로고
    • Studies on the Rhodium- and Ruthenium-Catalyzed Asymmetric Hydrogenation of α-Dehydroamino Acids Using a Family of Chiral Dipyridylphosphine Ligand (P-Phos)
    • Wu, J.; Pai, C.-C.; Kwok, W. H.; Guo, R. W.; Au-Yeung, T. T. L.; Yeung, C. H.; Chan, A. S. C. Studies on the Rhodium- and Ruthenium-Catalyzed Asymmetric Hydrogenation of α-Dehydroamino Acids Using a Family of Chiral Dipyridylphosphine Ligand (P-Phos). Tetrahedron: Asymmetry 2003, 14 (8), 987-992.
    • (2003) Tetrahedron: Asymmetry , vol.14 , Issue.8 , pp. 987-992
    • Wu, J.1    Pai, C.-C.2    Kwok, W.H.3    Guo, R.W.4    Au-Yeung, T.T.L.5    Yeung, C.H.6    Chan, A.S.C.7
  • 27
    • 33750616575 scopus 로고    scopus 로고
    • note
    • (a) (R,R)-BICP = (2R,2′R)-bis(diphenylphosphino)-(1R,1R′)- dicyclopentane; Et-DuPHOS = 1,2-bis(2,5-diethylphospholano)benzene; MiniPHOS = 1,2-bis(alkylmethylphosphino)methanes; BDPMI = 4,5-bis(diphenylphosphanylmethyl) imidazolidin-2-ones; TangPhos = (1S,1S′,2R,2R′)-1,1′-di-tert- butyl-[2,2′]-diphospholanyl.
  • 28
    • 0025895518 scopus 로고
    • Enantioselective Synthesis of β-Amino Acids Based on BINAP-Ruthenium(II) Catalyzed Hydrogenation
    • (b) Lubell, W. D.; Kitamura, M.; Noyori, R. Enantioselective Synthesis of β-Amino Acids Based on BINAP-Ruthenium(II) Catalyzed Hydrogenation. Tetrahedron: Asymmetry 1991, 2, 543-554.
    • (1991) Tetrahedron: Asymmetry , vol.2 , pp. 543-554
    • Lubell, W.D.1    Kitamura, M.2    Noyori, R.3
  • 29
    • 0037459759 scopus 로고    scopus 로고
    • Ru-Catalyzed Highly Enantioselective Hydrogenation of β-Alkyl-Substituted β-(Acylamino)acrylates
    • Wu, J.; Chen, X.; Guo, R.; Yeung, C.-H.; Chan, A. S. C. Ru-Catalyzed Highly Enantioselective Hydrogenation of β-Alkyl-Substituted β-(Acylamino)acrylates. J. Org. Chem. 2003, 68 (6), 2490-2493.
    • (2003) J. Org. Chem. , vol.68 , Issue.6 , pp. 2490-2493
    • Wu, J.1    Chen, X.2    Guo, R.3    Yeung, C.-H.4    Chan, A.S.C.5
  • 31
    • 0030709245 scopus 로고    scopus 로고
    • Reductions of 1,3-Dicarbonyl Systems with Ruthenium-Biarylbisphosphine Catalysts
    • Ager, D. J.; Laneman, S. A. Reductions of 1,3-Dicarbonyl Systems with Ruthenium-Biarylbisphosphine Catalysts. Tetrahedron: Asymmetry 1997, 8, 3327-3355.
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 3327-3355
    • Ager, D.J.1    Laneman, S.A.2
  • 32
    • 37649026044 scopus 로고    scopus 로고
    • Asymmetric Catalysis by Architectural and Functional Molecular Engineering: Practical Chemo- and Stereoselective Hydrogenation of Ketones
    • Noyori, R.; Ohkuma, T. Asymmetric Catalysis by Architectural and Functional Molecular Engineering: Practical Chemo- and Stereoselective Hydrogenation of Ketones. Angew. Chem., Int. Ed. 2001, 40, 40-73.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 40-73
    • Noyori, R.1    Ohkuma, T.2
  • 34
    • 0026096554 scopus 로고
    • A New Chemoenzymatic Enantioselective Synthesis of R-(-)-Tomoxetine, (R)- and (S)-Fluoxetine
    • Kumar, A.; Ner, D. H.; Dike, S. Y. A New Chemoenzymatic Enantioselective Synthesis of R-(-)-Tomoxetine, (R)- and (S)-Fluoxetine. Tetrahedron Lett. 1991, 32, 1901-1904.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 1901-1904
    • Kumar, A.1    Ner, D.H.2    Dike, S.Y.3
  • 35
    • 33845282793 scopus 로고
    • Asymmetric Hydrogenation of β-Keto Carboxylic Esters. A Practical, Purely Chemical Access to β-Hydroxy Esters in High Enantiomeric Purity
    • Noyori, R.; Ohkuma, T.; Kitamura, M.; Takaya, H.; Sayo, N.; Kumobayashi, H.; Akutagawa, S. Asymmetric Hydrogenation of β-Keto Carboxylic Esters. A Practical, Purely Chemical Access to β-Hydroxy Esters in High Enantiomeric Purity. J. Am. Chem. Soc. 1987, 109, 5856-5858.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 5856-5858
    • Noyori, R.1    Ohkuma, T.2    Kitamura, M.3    Takaya, H.4    Sayo, N.5    Kumobayashi, H.6    Akutagawa, S.7
  • 36
    • 0036828018 scopus 로고    scopus 로고
    • Air-Stable Catalysts for Highly Efficient and Enantioselective Hydrogenation of Aromatic Ketones
    • (a) Wu, J.; Chen, H.; Kwok, W.; Guo, R.; Zhou, Z.; Yeung, C.; Chan, A. S. C. Air-Stable Catalysts for Highly Efficient and Enantioselective Hydrogenation of Aromatic Ketones. J. Org. Chem. 2002, 67, 7908-7910.
    • (2002) J. Org. Chem. , vol.67 , pp. 7908-7910
    • Wu, J.1    Chen, H.2    Kwok, W.3    Guo, R.4    Zhou, Z.5    Yeung, C.6    Chan, A.S.C.7
  • 37
    • 0042307574 scopus 로고    scopus 로고
    • 2(dipyridylphosphane)-(1,2-diamine)] Catalysts: Applications in Asymmetric Hydrogenation of a Wide Range of Simple Ketones
    • 2(dipyridylphosphane)-(1,2-diamine)] Catalysts: Applications in Asymmetric Hydrogenation of a Wide Range of Simple Ketones. Chem. - Eur. J. 2003, 9, 2963-2968.
    • (2003) Chem. - Eur. J. , vol.9 , pp. 2963-2968
    • Wu, J.1    Ji, J.-X.2    Guo, R.3    Yeung, C.-H.4    Chan, A.S.C.5
  • 38
    • 0030602266 scopus 로고    scopus 로고
    • Recent Progress in the Synthesis of 1,2,3,4,-Tetrahydroquinolines
    • and references therein
    • Katritzky, A. R.; Rachwal, S.; Rachwal, B. Recent Progress in the Synthesis of 1,2,3,4,-Tetrahydroquinolines. Tetrahedron 1996, 52, 15031-15070 and references therein.
    • (1996) Tetrahedron , vol.52 , pp. 15031-15070
    • Katritzky, A.R.1    Rachwal, S.2    Rachwal, B.3
  • 39
    • 0041825591 scopus 로고    scopus 로고
    • Highly Enantioselective Iridium-Catalyzed Hydrogenation of Heteroaromatic Compounds, Quinolines
    • (a) Wang, W.; Lu, S.; Yang, P.; Han, X.; Zhou, Y. Highly Enantioselective Iridium-Catalyzed Hydrogenation of Heteroaromatic Compounds, Quinolines. J. Am. Chem. Soc. 2003, 125, 10536-10537.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 10536-10537
    • Wang, W.1    Lu, S.2    Yang, P.3    Han, X.4    Zhou, Y.5
  • 40
    • 1642587820 scopus 로고    scopus 로고
    • The Enantioselective Total Synthesis of Alkaloid (-)-Galipeine
    • (b) Yang, P.; Zhou, Y. The Enantioselective Total Synthesis of Alkaloid (-)-Galipeine Tetrahedron: Asymmetry 2004, 15, 1145-1149.
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 1145-1149
    • Yang, P.1    Zhou, Y.2
  • 41
    • 4444307960 scopus 로고    scopus 로고
    • Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium with Chiral Ferrocenyloxazoline Derived N, P Ligands
    • (c) Lu, S.; Han, X.; Zhou, Y. Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium with Chiral Ferrocenyloxazoline Derived N, P Ligands. Adv. Synth. Catal. 2004, 346, 909-912.
    • (2004) Adv. Synth. Catal. , vol.346 , pp. 909-912
    • Lu, S.1    Han, X.2    Zhou, Y.3
  • 42
    • 16644386624 scopus 로고    scopus 로고
    • Air-Stable Ir-(P-Phos) Complex for Highly Enantioselective Hydrogenation of Quinolines and Their Immobilization in Poly-(ethyleneglycol) Dimethyl Ether (DMPEG)
    • Xu, L.; Lam, K. H.; Ji, J.-X.; Wu, J.; Fan, Q.-H.; Lo, W.-H.; Chan, A. S. C. Air-Stable Ir-(P-Phos) Complex for Highly Enantioselective Hydrogenation of Quinolines and Their Immobilization in Poly-(ethyleneglycol) Dimethyl Ether (DMPEG). Chem. Commun. 2005, 1390-1392.
    • (2005) Chem. Commun. , pp. 1390-1392
    • Xu, L.1    Lam, K.H.2    Ji, J.-X.3    Wu, J.4    Fan, Q.-H.5    Lo, W.-H.6    Chan, A.S.C.7
  • 43
    • 0001732693 scopus 로고    scopus 로고
    • Asymmetric Hydrosilylation and Related Reactions
    • Ojima, I., Ed.; Wiley VCH: New York, Chapter 2
    • (a) Nishiyama, H.; Itoh, K. Asymmetric Hydrosilylation and Related Reactions. In Catalytic Asymmetric Synthesis; Ojima, I., Ed.; Wiley VCH: New York, 2000; Chapter 2.
    • (2000) Catalytic Asymmetric Synthesis
    • Nishiyama, H.1    Itoh, K.2
  • 44
    • 0036316777 scopus 로고    scopus 로고
    • Chemo- and Enantioselective Hydrosilylation of Carbonyl and Imino Groups. An Emphasis on Non-Traditional Catalyst Systems
    • (b) Carpentier, J.-F.; Bette, V. Chemo- and Enantioselective Hydrosilylation of Carbonyl and Imino Groups. An Emphasis on Non-Traditional Catalyst Systems. Curr. Org. Chem. 2002, 6, 913-936.
    • (2002) Curr. Org. Chem. , vol.6 , pp. 913-936
    • Carpentier, J.-F.1    Bette, V.2
  • 45
    • 0033552259 scopus 로고    scopus 로고
    • Asymmetric Conjugate Reduction of α,β-Unsaturated Esters Using a Chiral Phosphine-Copper Catalyst
    • (a) Appella, D. H.; Moritani, Y.; Shintani, R.; Ferreira, E. M.; Buchwald, S. L. Asymmetric Conjugate Reduction of α,β-Unsaturated Esters Using a Chiral Phosphine-Copper Catalyst J. Am. Chem. Soc. 1999, 121, 9473-9474.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 9473-9474
    • Appella, D.H.1    Moritani, Y.2    Shintani, R.3    Ferreira, E.M.4    Buchwald, S.L.5
  • 46
    • 0042693206 scopus 로고    scopus 로고
    • Catalytic Enantioselective Conjugate Reduction of Lactones and Lactams
    • (b) Hughes, G.; Kimura, M.; Buchwald, S. L. Catalytic Enantioselective Conjugate Reduction of Lactones and Lactams. J. Am. Chem. Soc. 2003, 125, 11253-11258.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11253-11258
    • Hughes, G.1    Kimura, M.2    Buchwald, S.L.3
  • 47
    • 0035956540 scopus 로고    scopus 로고
    • Ligand-Accelerated, Copper-Catalyzed Asymmetric Hydrosilylations of Aryl Ketones
    • (a) Lipshutz, B. H.; Noson, K.; Chrisman, W. Ligand-Accelerated, Copper-Catalyzed Asymmetric Hydrosilylations of Aryl Ketones. J. Am. Chem. Soc. 2001, 123, 12917-12918.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 12917-12918
    • Lipshutz, B.H.1    Noson, K.2    Chrisman, W.3
  • 48
    • 0037960828 scopus 로고    scopus 로고
    • Asymmetric Hydrosilylation of Aryl Ketones Catalyzed by Copper Hydride Complexed by Nonracemic Biphenyl Bis-Phosphine Ligands
    • (b) Lipshutz, B. H.; Noson, K.; Chrisman, W.; Lower, A. Asymmetric Hydrosilylation of Aryl Ketones Catalyzed by Copper Hydride Complexed by Nonracemic Biphenyl Bis-Phosphine Ligands. J. Am. Chem. Soc. 2003, 125, 8779-8789.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8779-8789
    • Lipshutz, B.H.1    Noson, K.2    Chrisman, W.3    Lower, A.4
  • 49
    • 0038581793 scopus 로고    scopus 로고
    • Copper(I) Hydride-Catalyzed Asymmetric Hydrosilylation of Heteroaromatic Ketones
    • (c) Lipshutz, B. H.; Lower, A.; Noson, K. Copper(I) Hydride-Catalyzed Asymmetric Hydrosilylation of Heteroaromatic Ketones. Org. Lett. 2002, 4, 4045-4048.
    • (2002) Org. Lett. , vol.4 , pp. 4045-4048
    • Lipshutz, B.H.1    Lower, A.2    Noson, K.3
  • 50
    • 26844454922 scopus 로고    scopus 로고
    • CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations
    • (a) Lipshutz, B. H.; Frieman, B. A. CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations Angew. Chem., Int. Ed. 2005, 44, 6345-6348.
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6345-6348
    • Lipshutz, B.H.1    Frieman, B.A.2
  • 51
    • 1942533561 scopus 로고    scopus 로고
    • Copper-Catalyzed Asymmetric Conjugate Reduction as a Route to Novel β-Azaheterocyclic Acid Derivatives
    • (b) Rainka, M. P.; Aye, Y.; Buchwald, S. L. Copper-Catalyzed Asymmetric Conjugate Reduction as a Route to Novel β-Azaheterocyclic Acid Derivatives. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5821-5823.
    • (2004) Proc. Natl. Acad. Sci. U.S.A. , vol.101 , pp. 5821-5823
    • Rainka, M.P.1    Aye, Y.2    Buchwald, S.L.3
  • 52
    • 0000187570 scopus 로고    scopus 로고
    • Efficient Enantioselective Hydrosilylation of Ketones Catalyzed by Air Stable Copper Fluoride-Phosphine Complexes
    • Sirol, S.; Courmarcel, J.; Mostefai, N.; Riant, O. Efficient Enantioselective Hydrosilylation of Ketones Catalyzed by Air Stable Copper Fluoride-Phosphine Complexes. Org. Lett. 2001, 3, 4111-4113.
    • (2001) Org. Lett. , vol.3 , pp. 4111-4113
    • Sirol, S.1    Courmarcel, J.2    Mostefai, N.3    Riant, O.4
  • 53
    • 14844346911 scopus 로고    scopus 로고
    • A Remarkably Effective Copper(II)-Dipyridylphosphine Catalyst System for the Asymmetric Hydrosilylation of Ketones in Air
    • Wu, J.; Ji, J.-X.; Chan, A. S. C. A Remarkably Effective Copper(II)-Dipyridylphosphine Catalyst System for the Asymmetric Hydrosilylation of Ketones in Air. Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 3570-3575.
    • (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 3570-3575
    • Wu, J.1    Ji, J.-X.2    Chan, A.S.C.3
  • 54
  • 56
    • 0042522061 scopus 로고
    • Palladium-Catalyzed Enantioselective Bis-alkoxycarbonylation of Olefins
    • Nefkens, S. C. A.; Sperrle, M.; Consiglio, G. Palladium-Catalyzed Enantioselective Bis-alkoxycarbonylation of Olefins. Angew. Chem., Int. Ed. Engl. 1993, 2, 1719-1720.
    • (1993) Angew. Chem., Int. Ed. Engl. , vol.2 , pp. 1719-1720
    • Nefkens, S.C.A.1    Sperrle, M.2    Consiglio, G.3
  • 57
    • 0037374790 scopus 로고    scopus 로고
    • Enantioselective Bis-Alkoxycarbonylation of Styrene Catalyzed by Novel Chiral Dipyridylphosphine Cationic Palladium(II) Complexes
    • Wang, L.; Kwok, W.; Wu, J.; Guo, R.; Au-Yeung, T. T.-L.; Zhou, Z.; Chan, A. S. C.; Chan, K.-S. Enantioselective Bis-Alkoxycarbonylation of Styrene Catalyzed by Novel Chiral Dipyridylphosphine Cationic Palladium(II) Complexes. J. Mol. Catal. A 2003, 196, 171-178.
    • (2003) J. Mol. Catal. A , vol.196 , pp. 171-178
    • Wang, L.1    Kwok, W.2    Wu, J.3    Guo, R.4    Au-Yeung, T.T.-L.5    Zhou, Z.6    Chan, A.S.C.7    Chan, K.-S.8
  • 58
    • 0032503611 scopus 로고    scopus 로고
    • Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryl- and Alkenylboronic Acids to Enones
    • Takaya, Y.; Ogasawara, M.; Hayashi, T.; Sakai, M.; Miyaura, N. Rhodium-Catalyzed Asymmetric 1,4-Addition of Aryl- and Alkenylboronic Acids to Enones. J. Am. Chem. Soc. 1998, 120, 5579-5580.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 5579-5580
    • Takaya, Y.1    Ogasawara, M.2    Hayashi, T.3    Sakai, M.4    Miyaura, N.5
  • 59
    • 0041738169 scopus 로고    scopus 로고
    • Rhodium-Catalyzed Asymmetric 1,4-Addition and Its Related Asymmetric Reactions
    • Hayashi, T.; Yamasaki, K. Rhodium-Catalyzed Asymmetric 1,4-Addition and Its Related Asymmetric Reactions. Chem. Rev. 2003, 103, 2829-2844.
    • (2003) Chem. Rev. , vol.103 , pp. 2829-2844
    • Hayashi, T.1    Yamasaki, K.2
  • 60
    • 0042197171 scopus 로고    scopus 로고
    • Bipyridyl-Based Diphosphine as an Efficient Ligand in the Rhodium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones
    • Shi, Q.; Xu, L.; Li, X.; Jia, X.; Wang, R.; Au-Yeung, T. T.-L.; Chan, A. S. C.; Hayashi, T.; Cao, R.; Hong, M. Bipyridyl-Based Diphosphine as an Efficient Ligand in the Rhodium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones. Tetrahedron Lett. 2003, 44, 6505-6508.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 6505-6508
    • Shi, Q.1    Xu, L.2    Li, X.3    Jia, X.4    Wang, R.5    Au-Yeung, T.T.-L.6    Chan, A.S.C.7    Hayashi, T.8    Cao, R.9    Hong, M.10
  • 61
    • 4644324093 scopus 로고    scopus 로고
    • When the Pauson-Khand and Pauson-Khand Type Reactions Go Awry: A Plethora of Unexpected Results
    • Boñaga, L. V. R.; Krafft, M. E. When the Pauson-Khand and Pauson-Khand Type Reactions Go Awry: A Plethora of Unexpected Results. Tetrahedron 2004, 60, 9795-9833.
    • (2004) Tetrahedron , vol.60 , pp. 9795-9833
    • Boñaga, L.V.R.1    Krafft, M.E.2
  • 63
    • 0036703508 scopus 로고    scopus 로고
    • Stereoselective Organic Reactions in Water
    • and references therein
    • Lindstrom, U. M. Stereoselective Organic Reactions in Water. Chem. Rev. 2002, 102, 2751-2772 and references therein.
    • (2002) Chem. Rev. , vol.102 , pp. 2751-2772
    • Lindstrom, U.M.1
  • 64
    • 33750610534 scopus 로고    scopus 로고
    • note
    • tol-BINAP = 2,2-bis(di-p-tolylphosphanyl)-1,1-binaphthyl; (R,R)-Et-DUPHOS = (-)-1,2-bis((2R,5R)-2,5-diethylphospholano)benzene; (S)-PHANEPHOS = (S)-(+)-4,12-bis(diphenyl-phosphano)-[2.2]-paracyclophane; (S,S)-Et-FerroTANE = (-)-1,1-bis((2S,4S)-2,4-diethylphospholano)ferrocene.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.