Rhodium-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes

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Abstract

We report here the first transition-metal-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes to give enol ethers in high yields without using bases. Arylacetylenes as well as alkenyl- and alkylacetylenes were coupled with aliphatic alcohols, and the products were obtained with high Z selectivity in most cases. Effective catalysts were 8-quinolinolato rhodium complexes, which are structurally simple but have been relatively unexplored as catalysts.

Original languageEnglish
Pages (from-to)32-34
Number of pages3
JournalJournal of the American Chemical Society
Volume133
Issue number1
DOIs
Publication statusPublished - 2011 Jan 12

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Rhodium
Alkynes
Ethers
Acetylene
Metals
Alcohols
Catalysts
Catalyst selectivity
Transition metals

ASJC Scopus subject areas

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

Cite this

Rhodium-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes. / Kondo, Masataka; Kochi, Takuya; Kakiuchi, Fumitoshi.

In: Journal of the American Chemical Society, Vol. 133, No. 1, 12.01.2011, p. 32-34.

Research output: Contribution to journalArticle

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