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Volumn 11, Issue 3, 2009, Pages 653-655

Asymmetric construction of quaternary carbon centers by sequential conjugate addition of lithium amide and in situ alkylation: Utility in the synthesis of (-)-aspidospermidine

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ASPIDOSPERMIDINE; CYCLOPENTANE DERIVATIVE; INDOLE ALKALOID; LITHIUM; QUINOLINE DERIVATIVE;

EID: 60849091949     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802759j     Document Type: Article
Times cited : (49)

References (44)
  • 9
    • 24344501374 scopus 로고    scopus 로고
    • Review of the asymmetric conjugate addition of chiral lithium amide
    • Review of the asymmetric conjugate addition of chiral lithium amide: Davies, S. G.; Smith, A. D.; Price, P. D Tetrahedron: Asymmetry 2005, 16, 2833-2891.
    • (2005) Tetrahedron: Asymmetry , vol.16 , pp. 2833-2891
    • Davies, S.G.1    Smith, A.D.2    Price, P.D.3
  • 10
    • 33744947779 scopus 로고    scopus 로고
    • Our recent example: Sakai, T, Kawamoto, Y, Tomioka, K. J. Org. Chem. 2006, 71, 4706-4709
    • Our recent example: Sakai, T.; Kawamoto, Y.; Tomioka, K. J. Org. Chem. 2006, 71, 4706-4709.
  • 16
    • 0041363231 scopus 로고    scopus 로고
    • The stereochemistry of asymmetric conjugate addition has been reported in ref 5b. The relative configuration of 4c was assigned by an NOE experiment. Ooi, T.; Miki, T.; Taniguchi, M.; Shiraishi, M.; Takeuchi, M.; Maruoka, K. Angew. Chem., Int. Ed. 2003, 42, 3796-3798.
    • The stereochemistry of asymmetric conjugate addition has been reported in ref 5b. The relative configuration of 4c was assigned by an NOE experiment. Ooi, T.; Miki, T.; Taniguchi, M.; Shiraishi, M.; Takeuchi, M.; Maruoka, K. Angew. Chem., Int. Ed. 2003, 42, 3796-3798.
  • 21
    • 0004230722 scopus 로고    scopus 로고
    • Reviews of total synthesis: a, Cordell, G. A, Ed, Academic Press: New York, Chapter 1
    • Reviews of total synthesis: (a) Saxton, J. E. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: New York, 1998; Vol. 51, Chapter 1.
    • (1998) The Alkaloids , vol.51
    • Saxton, J.E.1
  • 22
    • 0031689165 scopus 로고    scopus 로고
    • and references therein
    • (b) Toyota, M.; Ihara, M. Nat. Prod. Rep. 1998, 327-340, and references therein.
    • (1998) Nat. Prod. Rep , pp. 327-340
    • Toyota, M.1    Ihara, M.2
  • 23
    • 0032488853 scopus 로고    scopus 로고
    • Recent examples of total synthesis of nonracemic aspidospermidine: (a) Padwa, A.; Price, A. T. J. Org. Chem. 1998, 63, 556-565.
    • Recent examples of total synthesis of nonracemic aspidospermidine: (a) Padwa, A.; Price, A. T. J. Org. Chem. 1998, 63, 556-565.
  • 33
    • 0001149012 scopus 로고    scopus 로고
    • Recent examples of total synthesis of racemic aspidospermidine: (a) Callaghan, O.; Lampard, C.; Kennedy, A. R.; Murphy, J. A. J. Chem. Soc., Perkin Trans. 1 1999, 8, 995-1002.
    • Recent examples of total synthesis of racemic aspidospermidine: (a) Callaghan, O.; Lampard, C.; Kennedy, A. R.; Murphy, J. A. J. Chem. Soc., Perkin Trans. 1 1999, 8, 995-1002.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.