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Palladium Hydride-Enabled Hydroalkenylation of Strained Molecules

Zhang, Ziyan ; Gevorgyan, Vladimir

Journal of the American Chemical Society, 2022-11, Vol.144 (45), p.20875-20883 [Periódico revisado por pares]

United States: American Chemical Society

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  • Título:
    Palladium Hydride-Enabled Hydroalkenylation of Strained Molecules
  • Autor: Zhang, Ziyan ; Gevorgyan, Vladimir
  • Assuntos: Catalysis ; Cyclobutanes ; Palladium - chemistry ; Stereoisomerism
  • É parte de: Journal of the American Chemical Society, 2022-11, Vol.144 (45), p.20875-20883
  • Notas: ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
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  • Descrição: We report the first palladium hydride enabled hydroalkenylation of strained molecules. This new mild protocol proceeds via a regio- and chemoselective hydropalladation step, followed by a photoinduced radical alkyl Heck reaction. This methodology represents a new reactivity mode for strained molecules and opens new avenues for photoinduced palladium catalysis. The reaction is compatible with a wide range of functional groups and can be applied to complex structures, delivering a diverse array of highly valuable and modifiable alkenylated cyclobutanes and cyclopropanes. A hydroalkenylation/diastereoselective rearrangement cascade toward a cyclopentene scaffold has also been demonstrated.
  • Editor: United States: American Chemical Society
  • Idioma: Inglês

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