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Volumn 128, Issue 21, 2006, Pages 6837-6846

Rhodium-catalyzed ring-opening reactions of N-boc-azabenzonorbornadienes with amine nucleophiles

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYST ACTIVITY; CHEMICAL REACTIONS; DERIVATIVES; RHODIUM; THERMAL EFFECTS;

EID: 33744930842     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0577701     Document Type: Article
Times cited : (141)

References (73)
  • 1
    • 0003905731 scopus 로고
    • Morrison, J. D., Ed. Academic Press: London
    • (a) Morrison, J. D., Ed. Asymmetric Synthesis; Academic Press: London, 1983-1985; Vols. 1-5.
    • (1983) Asymmetric Synthesis , vol.1-5
  • 8
    • 84942767100 scopus 로고
    • Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford
    • (c) Trost, B. M.; Verhoeven, T. R. In Comprehensive Organometallic Chemistry, Vol. 8; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, 1982; pp 799-938.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 799-938
    • Trost, B.M.1    Verhoeven, T.R.2
  • 13
    • 0000276556 scopus 로고
    • Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford
    • (h) Godleski, S. In Comprehensive Organic Synthesis, Vol. 4; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, 1991; pp 585-659.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585-659
    • Godleski, S.1
  • 15
    • 0042379988 scopus 로고    scopus 로고
    • For reviews of the catalytic asymmetric allylic substitution: (a) Trost, B. M.; Crawley, M. L. Chem. Rev. 2003, 103, 2921.
    • (2003) Chem. Rev. , vol.103 , pp. 2921
    • Trost, B.M.1    Crawley, M.L.2
  • 17
    • 0000345527 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, Chapter 24
    • (c) Pfaltz, A.; Lautens, M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; Vol. 2, Chapter 24.
    • (1999) Comprehensive Asymmetric Catalysis , vol.2
    • Pfaltz, A.1    Lautens, M.2
  • 36
    • 33744927537 scopus 로고    scopus 로고
    • note
    • 2 is required to ensure high reaction yield and enantioselectivity. Lower catalyst loading (1∼2 mol %) brought lower enantioselectivity and slower reaction.
  • 45
    • 0000624011 scopus 로고
    • In the presence of HCl, the regeneration of an active catalyst from the poisoned rhodium complex by tight binding with amine to the metal center was proposed. See: Vallarino, L. M.; Sheargold, S. W. Inorg. Chim. Acta 1979, 36, 243.
    • (1979) Inorg. Chim. Acta , vol.36 , pp. 243
    • Vallarino, L.M.1    Sheargold, S.W.2
  • 47
    • 33744924613 scopus 로고    scopus 로고
    • note
    • See the Supporting Information.
  • 48
    • 84890724111 scopus 로고    scopus 로고
    • Evans, P. A., Ed.; Wiley-VCH: Weinheim; Chapter 9
    • (a) Fagnou, K. In Modern Rhodium-Catalyzed Organic Reactions; Evans, P. A., Ed.; Wiley-VCH: Weinheim, 2005; Chapter 9, pp 173-190.
    • (2005) Modern Rhodium-Catalyzed Organic Reactions , pp. 173-190
    • Fagnou, K.1
  • 50
    • 33744920714 scopus 로고    scopus 로고
    • note
    • The trans-stereochemistry was also observed in the catalytic ring-opening reactions of oxabicyclic alkenes. See: refs 5 and 7.
  • 57
    • 33744910218 scopus 로고    scopus 로고
    • note
    • 2 until the solution changed slightly cloudy, followed by slow evaporation of the solvent mixture.
  • 62
    • 0003625966 scopus 로고
    • Wilkinson, G., Ed. Pergamon Press: Elmsford, New York
    • (a) Wilkinson, G., Ed. Comprehensive Organometallic Chemistry, Vol. 5; Pergamon Press: Elmsford, New York, 1982.
    • (1982) Comprehensive Organometallic Chemistry , vol.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.