Access to Tetronic Acids via Silver-Catalyzed CO2 Incorporation into Conjugated Ynones

Yuta Sadamitsu, Keiichi Komatsuki, Kodai Saito, Tohru Yamada

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

Facile and versatile access to highly functionalized tetronic acids has been successfully achieved through the reaction of conjugated ynones with carbon dioxide. In the presence of a base, the enolates generated from the ynones capture CO2 via a carbon-carbon bond-forming reaction, accompanied by a 5-exo-dig cyclization reaction of the resulting carboxylate to the alkyne, activated by a silver catalyst. The present method should be applicable to the synthesis of a wide variety of tetronic acids.

Original languageEnglish
Pages (from-to)3191-3194
Number of pages4
JournalOrganic Letters
Volume19
Issue number12
DOIs
Publication statusPublished - 2017 Jun 16

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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