Stereocontrolled Total Synthesis of Lipoxins As and B5

K. C. Nicolaou, S. E. Webber, J. Ramphal, Y. Abe

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Icosapentaenoic acids and their metabolites are of both nutritional and bio‐medical interest. The title compounds were previously accessible in only very small amounts via biosynthetic routes. Their first total synthesis has now been achieved in good yield and in a stereocontrolled fashion. The key steps were a Pd0–Cu1‐catalyzed coupling of terminal alkynes with vinyl halides to give the icosanoid skeleton and Lindlar hydrogenation to give the Z olefins. (Figure Presented.)

Original languageEnglish
Pages (from-to)1019-1021
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume26
Issue number10
DOIs
Publication statusPublished - 1987 Oct

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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