Copper(I) thiolate catalysts in asymmetric conjugate addition reactions

Anne M. Arink, Thijs W. Braam, Roy Keeris, Johann T. B. H. Jastrzebski, Cyril Benhaim, Stéphane Rosset, Alexandre Alexakis, Gerard Van Koten

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Equation presented. Full conversion and enantioselectivities up to 83% have been obtained in the conjugate addition reactions of diethyl zinc to Michael acceptors catalyzed by well-defined (chiral) copper(I) aminoarenethiolates. Interesting differences between organozinc or Grignard reagents have been found: for cyclic enones R2Zn reagents afford better results, whereas earlier work showed that RMgX reagents react more selectively with acyclic enones.
Original languageEnglish
Pages (from-to)1959-1962
Number of pages4
JournalOrganic Letters
Volume6
Issue number12
Publication statusPublished - 10 Jun 2004

Keywords

  • copper complex
  • ketone derivative
  • reagent
  • thiol derivative
  • zinc
  • addition reaction
  • article
  • catalysis
  • catalyst
  • chemical reaction
  • conjugate
  • enantioselectivity
  • Grignard reaction
  • Michael addition
  • reaction analysis

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