Palladium- and Nickel-Catalyzed Alkenylation of Enolates

Authors

  • Dr. Tobias Ankner,

    1. Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 106 91 Stockholm (Sweden)
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  • Dr. Casey C. Cosner,

    1. Department of Biochemistry, University of Texas Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, Texas 75390 (USA)
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  • Prof. Dr. Paul Helquist

    Corresponding author
    1. Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 106 91 Stockholm (Sweden)
    2. Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556 (USA)
    • Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 106 91 Stockholm (Sweden)
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Abstract

Transition-metal-catalyzed alkenylation of enolates provides a direct method to synthesize broadly useful β,γ-unsaturated carbonyl compounds from the corresponding carbonyl compound and alkenyl halides. Despite being reported in the early seventies, this reaction class saw little development for many years. In the past decade, however, efforts to develop this reaction further have increased considerably, and many research groups have reported efficient coupling protocols, including enantioselective versions. These reactions most commonly employ palladium catalysts, but there are also some important reports using nickel. There are many examples of this powerful transformation being used in the synthesis of complex natural products.

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