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Volumn 17, Issue 51, 1976, Pages 4705-4708

Total synthesis of (±)-brefeldin A

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EID: 0002339617     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)93001-6     Document Type: Article
Times cited : (67)

References (13)
  • 1
    • 84917989828 scopus 로고    scopus 로고
    • E. J. Corey and R. H. Wollenberg, preceding paper.
  • 4
    • 0015530813 scopus 로고
    • Unfortunately, all attempts to attach the vinylic appendage of brefeldin A to the cyclopentane ring at this point by homoconjugate addition of a vinyl Gilman reagent, see, using the THP ether of 3 were unsuccessful (experiments performed by J. M. Fitzpatrick).
    • (1972) J. Amer. Chem. Soc. , vol.94 , pp. 4014
    • Corey1    Fuchs2
  • 5
    • 84917989826 scopus 로고    scopus 로고
    • Satisfactory infrared, proton magnetic resonance (pmr) and mass spectrometric data were obtained for each synthetic intermediate unless otherwise indicated.
  • 8
    • 0000013206 scopus 로고
    • for the preparation of proporgyl methylthiomethyl ether and its conversion to 14.
    • (1975) Tetrahedron Lett. , pp. 3269
    • Corey1    Bock2
  • 10
    • 84917989817 scopus 로고    scopus 로고
    • 1) is consistent with the severe crowding of methyl exhibited in CPK space-filling models of the tetrahedral intermediate for lactonization of 15-epi-brefeldin A.
  • 11
    • 84917989816 scopus 로고    scopus 로고
    • We are grateful to Dr. H. P. Sigg, Sandoz Ltd., for an authentic sample of brefeldin A.
  • 13
    • 84917989815 scopus 로고    scopus 로고
    • This work was assisted financially by grants from the National Institutes of Health. We are also grateful to Dr. J. M. Fitzpatrick for helpful experimental contributions in the early phase of this study. The synthesis of brefeldin A outlined herein was presented at the Bicentennial Meeting of the American Chemical Society, New York, April 1976.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.