Total synthesis of the novel immunosuppressant sanglifehrin A

K. C. Nicolaou, F. Murphy, S. Barluenga, T. Ohshima, H. Wei, J. Xu, D. L.F. Gray, O. Baudoin

研究成果: Contribution to journalArticle

79 引用 (Scopus)

抜粋

The total synthesis of the novel immunosuppressant sanglifehrin A (SFA, 1) is described. The approach is flexible, convergent, and stereoselective. The use of Paterson's aldol methodology was pivotal for the preparation of the novel, highly substituted spirolactam fragment of SFA. The 22-membered macrocyclic core of the molecule and the coupling of this fragment to the spirolactam moiety were successfully achieved using selective intra- and intermolecular Stille reactions, respectively. Carbodiimide-based protocols were employed for the synthesis of the tripeptide backbone.

元の言語英語
ページ(範囲)3830-3838
ページ数9
ジャーナルJournal of the American Chemical Society
122
発行部数16
DOI
出版物ステータス出版済み - 4 26 2000
外部発表Yes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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  • これを引用

    Nicolaou, K. C., Murphy, F., Barluenga, S., Ohshima, T., Wei, H., Xu, J., Gray, D. L. F., & Baudoin, O. (2000). Total synthesis of the novel immunosuppressant sanglifehrin A. Journal of the American Chemical Society, 122(16), 3830-3838. https://doi.org/10.1021/ja994285v