Vinyl quinones as Diels-Alder dienes: Concise synthesis of (-)-halenaquinone

Michael A. Kienzler, Sandy Suseno, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

A concise asymmetric synthesis of (-)-halenaquinone is described. The synthesis features a diastereoselective Heck cyclization to set a quaternary center as well as a novel intramolecular inverse-electron-demand Diels-Alder reaction involving a vinyl quinone. The synthesis is highly convergent and features a minimal amount of protecting group manipulations.

Original languageEnglish (US)
Pages (from-to)8604-8605
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number27
DOIs
StatePublished - Jul 9 2008

ASJC Scopus subject areas

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

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