Gold-catalyzed synthesis of polycyclic enones from carbon tethered 1,3-enynyl carbonyls via tandem heteroenyne metathesis and Nazarov reaction

Tetsuo Kin, Yoshinori Yamamoto

Research output: Contribution to journalArticle

120 Citations (Scopus)

Abstract

(Chemical Equation Presented) An efficient and general Au(III)-catalyzed tandem reaction, heteroenyne metathesis and Nazarov cyclization, of 1,3-enynyl ketones to produce fused tri- and tetracyclic enones has been developed. The products were formed with excellent regioselectivity of the double bond position and with very high diastereoselectivities. In this reaction, the Au(III) catalyst exhibits dual roles for activating both alkynes and carbonyls.

Original languageEnglish
Pages (from-to)3137-3139
Number of pages3
JournalOrganic letters
Volume10
Issue number14
DOIs
Publication statusPublished - 2008 Dec 1

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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