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Volumn 1997, Issue 7, 1997, Pages 777-780

Homochiral Amine Oxides in the Enantioselective Reduction of Ketones

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EID: 1542639827     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-5770     Document Type: Article
Times cited : (48)

References (21)
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    • Kagan, H. B. Chiral Ligands for Asymmetric Catalysis, in Asymmetric Synthesis, vol 5, Morrison, J. D. Ed.; Academic Press, London, 1985, p 1-39.
    • (1985) Asymmetric Synthesis , vol.5 , pp. 1-39
    • Kagan, H.B.1
  • 6
    • 33845281614 scopus 로고
    • Karayannis, N. M.; Pytlewski, L. L.; Mikulski, C. M. Coord. Chem. Rev., 1973, 11, 93. Holm, R. H. Chem. Rev., 1987, 87, 1401. Albini, A. Synthesis, 1993, 263.
    • (1987) Chem. Rev. , vol.87 , pp. 1401
    • Holm, R.H.1
  • 7
    • 0027468151 scopus 로고
    • Karayannis, N. M.; Pytlewski, L. L.; Mikulski, C. M. Coord. Chem. Rev., 1973, 11, 93. Holm, R. H. Chem. Rev., 1987, 87, 1401. Albini, A. Synthesis, 1993, 263.
    • (1993) Synthesis , pp. 263
    • Albini, A.1
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    • O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 617. O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 619. O'Neil, I. A.; Miller, N. D.; Peake, J.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1993, 515.
    • (1995) Synlett , pp. 617
    • O'Neil, I.A.1    Miller, N.D.2    Barkley, J.V.3    Low, C.M.R.4    Kalindjian, S.B.5
  • 13
    • 0003121057 scopus 로고
    • O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 617. O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 619. O'Neil, I. A.; Miller, N. D.; Peake, J.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1993, 515.
    • (1995) Synlett , pp. 619
    • O'Neil, I.A.1    Miller, N.D.2    Barkley, J.V.3    Low, C.M.R.4    Kalindjian, S.B.5
  • 14
    • 84939526179 scopus 로고
    • O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 617. O'Neil, I. A.; Miller, N. D.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1995, 619. O'Neil, I. A.; Miller, N. D.; Peake, J.; Barkley, J. V.; Low, C. M. R.; Kalindjian, S. B. Synlett, 1993, 515.
    • (1993) Synlett , pp. 515
    • O'Neil, I.A.1    Miller, N.D.2    Peake, J.3    Barkley, J.V.4    Low, C.M.R.5    Kalindjian, S.B.6
  • 20
    • 1542466873 scopus 로고    scopus 로고
    • note
    • Full crystallographic data will be deposited at the Cambridge Crystallographic Data Centre. We would like to thank Mr J. V. Barkley (University of Liverpool) for carrying out these structure determinations.
  • 21
    • 1542676390 scopus 로고    scopus 로고
    • note
    • 2. The solvent was allowed to evaporate overnight. Each reaction was run in triplicate and the ee given is an average of the three runs. Analysis was performed on a Phillips PU 4600 gas chromatograph using a Lipodex A column (25m × 0.25 μm, 0.6 bar, 75°C), or a Chiraldex GTA column (0.6 bar, 70°C). On the Lipodex A column, the retention time for (R)-2-chloro-1-phenyl-1-ethanol trifluoroacetate is 46.05 minutes and for (S)-2- chloro-1-phenyl-1-ethanol trifluoroacetate is 45.17 minutes. All compounds gave correct spectroscopic and analytical data.


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