4.8 Article

Ligand- and Base-Free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions

Journal

ORGANIC LETTERS
Volume 15, Issue 8, Pages 1886-1889

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol400539h

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Funding

  1. Leverhulme Trust [F/00 276/O]
  2. EPSRC
  3. Nuffield Undergraduate Bursary
  4. Erasmus
  5. Engineering and Physical Sciences Research Council [1141118] Funding Source: researchfish

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A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

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