Convergent total synthesis of (+)-ophiobolin A

Kazuhiro Tsuna, Naoyoshi Noguchi, Masahisa Nakada

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

At long last: The enantioselective total synthesis of the title compound, which was isolated in 1958, proceeds by a convergent approach. The assembly of the C,D-ring fragment and the A-ring fragment of the core structure is achieved by employing a Reformatsky-type reaction. The eight-membered carbocyclic B ring is efficiently constructed by a challenging ring-closing metathesis (see scheme).

Original languageEnglish
Pages (from-to)9452-9455
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number40
DOIs
Publication statusPublished - 2011 Sep 26

Keywords

  • cross-coupling
  • natural products
  • ring-closing metathesis
  • sesterterpenes
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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