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Volumn 48, Issue 33, 2009, Pages 6104-6107

Total synthesis of celogentin C

Author keywords

Natural products; Oxidative coupling; Peptides; Radical reactions; Total synthesis

Indexed keywords

KNOEVENAGEL CONDENSATION; NATURAL PRODUCTS; OXIDATIVE COUPLING; OXIDATIVE COUPLINGS; RADICAL CONJUGATE ADDITIONS; RADICAL REACTIONS; TOTAL SYNTHESIS;

EID: 70349914102     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200902425     Document Type: Article
Times cited : (51)

References (38)
  • 4
    • 70349895703 scopus 로고    scopus 로고
    • Celogentins A-C: reference [1];
    • a) Celogentins A-C: reference [1];
  • 5
    • 0041743277 scopus 로고    scopus 로고
    • Celogentins D-H and J: H. Suzuki, H. Morita, S. Iwasaki, J. Kobayashi, Tetrahedron 2003, 59, 5307.
    • b) Celogentins D-H and J: H. Suzuki, H. Morita, S. Iwasaki, J. Kobayashi, Tetrahedron 2003, 59, 5307.
  • 9
    • 70349914352 scopus 로고    scopus 로고
    • see also references [1] and [3].
    • b) see also references [1] and [3].
  • 18
    • 33744749244 scopus 로고    scopus 로고
    • For a total synthesis of the monocyclic peptide stephanotic acid methyl ester, see
    • For a total synthesis of the monocyclic peptide stephanotic acid methyl ester, see: D. J. Bentley, A. M. Z. Slawin, C. J. Moody, Org. Lett. 2006, 8, 1975.
    • (2006) Org. Lett , vol.8 , pp. 1975
    • Bentley, D.J.1    Slawin, A.M.Z.2    Moody, C.J.3
  • 22
    • 25844443429 scopus 로고    scopus 로고
    • For a review of radical conjugate additions, see;
    • For a review of radical conjugate additions, see; G. S. C. Srikanth, S. L. Castle, Tetrahedron 2005, 61, 10377.
    • (2005) Tetrahedron , vol.61 , pp. 10377
    • Srikanth, G.S.C.1    Castle, S.L.2
  • 23
    • 70349922438 scopus 로고    scopus 로고
    • Details of this unsuccessful approach will be provided in a forthcoming full paper.
    • Details of this unsuccessful approach will be provided in a forthcoming full paper.
  • 24
    • 70349896704 scopus 로고    scopus 로고
    • 2, quant.).
    • 2, quant.).
  • 28
    • 70349894906 scopus 로고    scopus 로고
    • The configuration of the alkene in 8 was assigned based on the X-ray crystal structure of a model compound: see reference [12b],
    • The configuration of the alkene in 8 was assigned based on the X-ray crystal structure of a model compound: see reference [12b],
  • 30
    • 70349901865 scopus 로고    scopus 로고
    • 1H NMR spectrum of the resulting product 14d matched well with the 2,3-anti diastereomer of stephanotic acid methyl ester prepared by the Moody group (compound diast-6 in reference [11]). Details of this work will be provided in a forthcoming full paper.
    • 1H NMR spectrum of the resulting product 14d matched well with the 2,3-anti diastereomer of stephanotic acid methyl ester prepared by the Moody group (compound diast-6 in reference [11]). Details of this work will be provided in a forthcoming full paper.
  • 34
    • 70349933814 scopus 로고    scopus 로고
    • Dipeptide 16 is added to the reaction mixture 6 h after the other reagents; see Supporting Information for detailed procedure.
    • Dipeptide 16 is added to the reaction mixture 6 h after the other reagents; see Supporting Information for detailed procedure.
  • 36
  • 37
    • 70349902164 scopus 로고    scopus 로고
    • See Supporting Information for spectra
    • See Supporting Information for spectra.
  • 38
    • 70349900127 scopus 로고    scopus 로고
    • 1H NMR spectrum.
    • 1H NMR spectrum.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.