Ruthenium hydride catalyzed regioselective addition of aldehydes to enones to give 1,3-diketones

Takahide Fukuyama*, Takashi Doi, Satoshi Minamino, Sohei Omura, Ilhyong Ryu

*Corresponding author for this work

Research output: Contribution to journalArticle

57 Scopus citations

Abstract

(Chemical Equation Presented) It all adds up: Straightforward access to 2-alkyl-substituted 1,3-diketones is provided by a regioselective addition of aldehydes to enones catalyzed by the ruthenium hydride catalyst [RuHCl(CO)(PPh3)3] (see scheme). The reaction involves a hydrometalation of the enone to form a metal enolate, a cross-aldol reaction to form an alkoxymetal species, and a subsequent β-metal hydride elimination.

Original languageEnglish
Pages (from-to)5559-5561
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number29
DOIs
StatePublished - 1 Aug 2007

Keywords

  • Addition
  • Aldehydes
  • Enones
  • Homogeneous catalysis
  • Ruthenium

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