Stereoselective Synthesis of (E)-2-En-4-ynoic acids with Ynolates: Catalytic conversion to tetronic acids and 2-pyrones

Takashi Yoshlkawa, Mitsuru Shindo

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

"Chemical Equation Presented" A highly torquoselective olefinatlon of alkynoates to provide functionalized tetrasubstltuted olefins, (E)-2-en-4-ynoic acids, Is described. Addition of Bronsted acids dramatically switched the mode of the Ag(l)-catalyzed cyclization of the resulting enyne carboxylic acids to give either tetronic acids or 2-pyrones.

Original languageEnglish
Pages (from-to)5378-5381
Number of pages4
JournalOrganic Letters
Volume11
Issue number23
DOIs
Publication statusPublished - Dec 3 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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