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Volumn 128, Issue 25, 2006, Pages 8156-8157

Asymmetric Friedel-Crafts reaction of indoles with imines by an organic catalyst

Author keywords

[No Author keywords available]

Indexed keywords

CINCHONA ALKALOID; INDOLE DERIVATIVE; ORGANIC COMPOUND;

EID: 33745672062     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja062700v     Document Type: Article
Times cited : (320)

References (42)
  • 2
    • 85050042857 scopus 로고
    • The synthesis of indole alkaloids
    • ApSimon, J., Ed.; Wiley-Interscience: New York
    • (b) Kutney, J. P. The Synthesis of Indole Alkaloids. In The Total Synthesis of Natural Products; ApSimon, J., Ed.; Wiley-Interscience: New York, 1977; Vol. 3, p 273.
    • (1977) The Total Synthesis of Natural Products , vol.3 , pp. 273
    • Kutney, J.P.1
  • 10
    • 0037138701 scopus 로고    scopus 로고
    • For Michael additions of indoles catalyzed by chiral organic catalysts, see: (a) Austin, J. F.; MacMillan, D. W. C. J. Am. Chem. Soc. 2002, 124, 1172.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 1172
    • Austin, J.F.1    MacMillan, D.W.C.2
  • 23
    • 4043154104 scopus 로고    scopus 로고
    • For asymmetric C-C bond formations with 6′-OH cinchona alkaloids as acid-base bifunctional catalysts, see: (a) Li, H.; Wang, Y.; Tang, L.; Deng, L. J. Am. Chem. Soc. 2004, 126, 9906.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 9906
    • Li, H.1    Wang, Y.2    Tang, L.3    Deng, L.4
  • 29
    • 0033520752 scopus 로고    scopus 로고
    • For a pioneering study of 6′-OH cinchona alkaloid as a nucleophilic acid bifunctional catalyst for asymmetric C-C bond formations, see: Iwabuchi, Y.; Nakatani, M.; Yokoyama, N.; Hatakeyama, S. J. Am. Chem. Soc. 1999, 121, 10219.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 10219
    • Iwabuchi, Y.1    Nakatani, M.2    Yokoyama, N.3    Hatakeyama, S.4
  • 30
    • 15444366940 scopus 로고    scopus 로고
    • For asymmetric C-C bond forming reactions with 9-thiourea cinchona alkaloids as acid-base bifunctional catalysts, see: (a) Li, B.; Jiang, L.; Liu, M.; Chen, Y.; Ding, L.; Wu, Y. Synlett 2005, 4, 603.
    • (2005) Synlett , vol.4 , pp. 603
    • Li, B.1    Jiang, L.2    Liu, M.3    Chen, Y.4    Ding, L.5    Wu, Y.6
  • 36
    • 0035915336 scopus 로고    scopus 로고
    • For synthetic and mechanistic studies of cinchona alkaloids as a highly efficient chiral general base catalyst, see: Hang, J.; Tian, S.-K.; Tang, L.; Deng, L. J. Am. Chem. Soc. 2001, 123, 12696.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 12696
    • Hang, J.1    Tian, S.-K.2    Tang, L.3    Deng, L.4
  • 37
    • 0003554758 scopus 로고    scopus 로고
    • For the first demonstration of a chiral thiourea as an efficient chiral organic catalyst, see: (a) Sigman, M. S.; Jacobsen, E. N. J. Am. Chem. Soc. 1998, 120, 4901.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4901
    • Sigman, M.S.1    Jacobsen, E.N.2
  • 38
    • 0037189898 scopus 로고    scopus 로고
    • (b) For a mechanistic elucidation of chiral thioureas as highly efficient hydrogen-bond donors, see: Vachal, P.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 10012.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 10012
    • Vachal, P.1    Jacobsen, E.N.2
  • 41
    • 33745677066 scopus 로고    scopus 로고
    • note
    • The reaction with the N-Boc imine afforded racemic product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.