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Volumn 127, Issue 46, 2005, Pages 16028-16029

Cysteine-derived organocatalyst in a highly enantioselective intramolecular Michael reaction

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; CYSTEINE;

EID: 28044432333     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja055740s     Document Type: Article
Times cited : (210)

References (26)
  • 1
    • 0000679263 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin
    • (a) Tomioka, K.; Nagaoka, Y. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; Vol. 3, pp 1105-1120.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3 , pp. 1105-1120
    • Tomioka, K.1    Nagaoka, Y.2
  • 2
    • 0000957502 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin
    • (b) Yamaguchi, M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; Vol. 3, pp 1121-1139.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3 , pp. 1121-1139
    • Yamaguchi, M.1
  • 3
    • 11844293650 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin
    • (c) Tomioka, K. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 2004; Supplement 2. pp 109-124.
    • (2004) Comprehensive Asymmetric Catalysis , Issue.SUPPL. 2 , pp. 109-124
    • Tomioka, K.1
  • 10
    • 23944490663 scopus 로고    scopus 로고
    • (c) Recently, 5 was found to be an effective catalyst of an intermolecular aldehyde-enone Michael reaction; see: Peelen, T. J.; Chi, Y.; Gellman, S. H. J. Am. Chem. Soc. 2005, 127, 11598.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 11598
    • Peelen, T.J.1    Chi, Y.2    Gellman, S.H.3
  • 13
    • 0023931496 scopus 로고
    • For intramolecular Michael reaction catalyzed by stoichiometric amount of chiral promoter or auxiliary, see: (b) Hirai, Y.; Terada, T.; Yamazaki, T. J. Am. Chem. Soc. 1988, 110, 958.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 958
    • Hirai, Y.1    Terada, T.2    Yamazaki, T.3
  • 16
    • 0037224295 scopus 로고    scopus 로고
    • For intramolecular aza-Michael reaction catalyzed by organocatalyst, see: (e) Takasu, K.; Maiti, S.; Ihara, M. Heterocycles 2003, 59, 51.
    • (2003) Heterocycles , vol.59 , pp. 51
    • Takasu, K.1    Maiti, S.2    Ihara, M.3
  • 21
    • 28044468674 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details.
  • 22
    • 28044449403 scopus 로고    scopus 로고
    • note
    • The free amine itself scarcely promoted the reaction.
  • 23
    • 28044449174 scopus 로고    scopus 로고
    • note
    • 4a is also slow.
  • 24
    • 0344835672 scopus 로고    scopus 로고
    • (a) Asymmetric catalytic inverse electron-demand hetero-Diels-Alder reaction using organocatalyst: Juhl, K.; Jørgensen, K. A. Angew. Chem., Int. Ed. 2003, 42, 1498.
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1498
    • Juhl, K.1    Jørgensen, K.A.2
  • 26
    • 0037118895 scopus 로고    scopus 로고
    • and the references therein
    • (c) The Lewis acid-catalyzed enantioselective inverse-electron demand hetero-Diels-Alder reaction: Gademann, K.; Chavez, D. E.; Jacobsen, E. N. Angew. Chem., Int. Ed. 2002, 41, 3059 and the references therein.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 3059
    • Gademann, K.1    Chavez, D.E.2    Jacobsen, E.N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.