Copper Hydride Catalyzed Reductive Claisen Rearrangements

Kong Ching Wong, Elvis Ng, Wing Tak Wong, Pauline Chiu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

17 Citations (Scopus)


KGaA, Weinheim. An efficient reductive Claisen rearrangement, catalyzed by in situ generated copper hydride and stoichiometric in diethoxymethylsilane, has been developed. Yields of up to 95 ;% with good to excellent diastereoselectivities were observed in this reaction. Mechanistic studies showed that the stereospecific rearrangement proceeded via a chair transition state of (E)-silyl ketene acetals as intermediates and not via the copper enolates.
Original languageEnglish
Pages (from-to)3709-3712
Number of pages4
JournalChemistry - A European Journal
Issue number11
Publication statusPublished - 7 Mar 2016


  • Claisen rearrangements
  • copper
  • hydride
  • reduction
  • silanes

ASJC Scopus subject areas

  • Chemistry(all)


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