Total synthesis of sanglifehrin A

K. C. Nicolaou, Jinyou Xu, Fiona Murphy, Sofia Barluenga, Olivier Baudoin, Heng Xu Wei, David L.F. Gray, Takashi Ohshima

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)

Abstract

The immunosuppressive agent sanglifehrin A has been prepared for the first time by total synthesis. The construction of the macrocyclic unit of the target molecule was achieved through a selective intramolecular Stille coupling, and the spirolactam unit by Paterson-aldol reactions. The final steps involve an intermolecular Stille coupling and the opening of the internal acetal unit. This convergent synthesis opens the way for the synthesis of libraries of novel sanglifehrin analogues for biological screening.

Original languageEnglish
Pages (from-to)2447-2451
Number of pages5
JournalAngewandte Chemie - International Edition
Volume38
Issue number16
DOIs
Publication statusPublished - Aug 12 1999
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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