Rhodium-catalyzed addition-cyclization reactions of 5-yn-1-ones with arylboronic acids

Tomoya Miura, Masahiko Shimada, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

5-Yn-1-ones react with arylboronic acids in the presence of a catalytic amount of rhodium(I) complex having a diolefin ligand to afford 2-alkylidenecyclopentanols through the regioselective addition of an arylrhodium(I) species across the carbon-carbon triple bond, followed by intramolecular nucleophilic addition of the resulting vinylrhodium(I) species to the carbonyl group.

Original languageEnglish
Pages (from-to)667-669
Number of pages3
JournalSynlett
Issue number4
DOIs
Publication statusPublished - Mar 4 2005
Externally publishedYes

Keywords

  • 5-Yn-1-one
  • Addition-cyclization reaction
  • Arylboronic acid
  • Nucleophilic addition
  • Rhodium

ASJC Scopus subject areas

  • Organic Chemistry

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