Isopropoxyaluminum 1,1′-biphenyl-2-oxy-2′-perfluorooctanesulfonamide as a catalyst for Tishchenko reaction

Takashi Ooi, Kohsuke Ohmatsu, Kouji Sasaki, Tomoya Miura, Keiji Maruoka

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Isopropoxyaluminum 1,1′-biphenyl-2-oxy-2′-perfluorooctanesulfonamide (3) has been evaluated as an aluminum-based catalyst for the Tishchenko reaction. Compound 3 was found to exert high catalytic activity in the reaction with aliphatic aldehydes and also enabled smooth dimerization of enolizable aldehydes. This advantage was highlighted by the quantitative formation of ethyl acetate from acetaldehyde by the present system.

Original languageEnglish
Pages (from-to)3191-3193
Number of pages3
JournalTetrahedron Letters
Volume44
Issue number15
DOIs
Publication statusPublished - Apr 7 2003
Externally publishedYes

Keywords

  • Aldehydes
  • Aluminum alkoxide
  • Carboxylic esters
  • Tishchenko reaction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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