Indium-catalyzed retro-claisen condensation

Atsushi Kawata, Kazumi Takata, Yoichiro Kuninobu, Kazuhiko Takai

Research output: Contribution to journalArticle

88 Citations (Scopus)

Abstract

(Chemical Equation Presented) Retro-aldol reaction: Indium-catalyzed reaction of a 1,3-diketone with an alcohol proceeds under solvent-free conditions by nucleophilic attack of the alcohol on a carbonyl group of the 1,3-diketone and carbon-carbon bond cleavage by a retro-Claisen condensation to give an ester in high yield (see scheme). Using water and an amine as nucleophiles instead of an alcohol gave the corresponding carboxylic acid and amide.

Original languageEnglish
Pages (from-to)7793-7795
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number41
DOIs
Publication statusPublished - Oct 26 2007

Keywords

  • C-C activation
  • Esters
  • Indium
  • Retro reactions
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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