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Volumn 28, Issue 7, 2009, Pages 2085-2090

A boron-substituted analogue of the shvo hydrogenation catalyst: Catalytic hydroboration of aldehydes, imines, and ketones

Author keywords

[No Author keywords available]

Indexed keywords

ARYL KETONES; ELECTRON-WITHDRAWING SUBSTITUENTS; HAMMETT CORRELATIONS; HIGH YIELDS; HYDROBORATION; HYDROGENATION CATALYSTS; MILD REACTION CONDITIONS; P VALUES; PINACOLBORANE; REACTION TIME; RUTHENIUM HYDRIDES; SUBSTITUTED BENZALDEHYDES; TETRAMETHYL;

EID: 65349096760     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om801228m     Document Type: Article
Times cited : (105)

References (46)
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    • For examples of additional ligand, metal bifunctional catalysts that employ functional groups other than hydrogen, see: (a) Watanabe, M, Murata, K, Ikariya, T. J. Am. Chem. Soc. 2003, 125, 7508-7509
    • For examples of additional ligand - metal bifunctional catalysts that employ functional groups other than hydrogen, see: (a) Watanabe, M.; Murata, K.; Ikariya, T. J. Am. Chem. Soc. 2003, 125, 7508-7509.
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    • In Nuclear Magnetic Resonance Spectroscopy of Boron Compounds
    • Diehl, P, Fluck, E, Kosfeld, R, Eds, Springer-Verlag: Berlin
    • Nöth, H.; Wrackmeyer, B. In Nuclear Magnetic Resonance Spectroscopy of Boron Compounds; Diehl, P., Fluck, E., Kosfeld, R., Eds.; NMR Basic Principles and Progress 14. Springer-Verlag: Berlin, 1978; pp 136-138.
    • (1978) NMR Basic Principles and Progress , vol.14 , pp. 136-138
    • Nöth, H.1    Wrackmeyer, B.2
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    • For examples of ruthenium-catalyzed hydroboration reactions, see: (a) Caballero, A, Sabo-Etienne, S. Organometallics 2007, 26, 1191-1195
    • For examples of ruthenium-catalyzed hydroboration reactions, see: (a) Caballero, A.; Sabo-Etienne, S. Organometallics 2007, 26, 1191-1195
  • 33
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    • H) were determined by using an excess of each aldehyde (5 equivalents) and assuming that the concentration of each aldehyde is approximately unchanged under the reaction conditions.
    • H) were determined by using an excess of each aldehyde (5 equivalents) and assuming that the concentration of each aldehyde is approximately unchanged under the reaction conditions.
  • 35
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    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 36
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    • σ values were obtained from: Smith, M. B.; March, J. March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 5th ed; Wiley: New York, 2001; p 370.
    • σ values were obtained from: Smith, M. B.; March, J. March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 5th ed; Wiley: New York, 2001; p 370.
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    • For examples of dynamic kinetic asymmetric resolutions by transfer hydrogenation with the Shvo catalyst, see:(a) Martín-Matute, B, Edin, M, Bogár, K, Kaynak, F. B, Backvall, J.-E. J. Am. Chem. Soc. 2005, 127, 8817-8825
    • For examples of dynamic kinetic asymmetric resolutions by transfer hydrogenation with the Shvo catalyst, see:(a) Martín-Matute, B.; Edin, M.; Bogár, K.; Kaynak, F. B.; Backvall, J.-E. J. Am. Chem. Soc. 2005, 127, 8817-8825.
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  • 45
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    • A competition experiment between the two imines showed a 1.2:1 ratio of hydroboration of imine 13 over imine 12.
    • A competition experiment between the two imines showed a 1.2:1 ratio of hydroboration of imine 13 over imine 12.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.