Mining the tetraene manifold: Total synthesis of complex pyrones from Placobranchus ocellatus

Aubry K. Miller, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) A natural product anticipated through total synthesis! Ocellapyrone A was obtained in the laboratory several months before the structure of this unusual natural product (see scheme) was reported. An isomerization/8π-6π electrocyclization cascade was used for the formation of the natural product from a polyene precursor. The synthesis of ocellapyrone B from a diastereomer of ocellapyrone A was also performed.

Original languageEnglish (US)
Pages (from-to)4602-4606
Number of pages5
JournalAngewandte Chemie - International Edition
Volume44
Issue number29
DOIs
StatePublished - Jul 18 2005

Keywords

  • Biomimetic synthesis
  • Electrocyclic reactions
  • Isomerization
  • Natural products synthesis
  • Reaction cascades

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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