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Rapid assembly of enantioenriched α-arylated ketones via Ni-catalyzed asymmetric cross-hydrocarbonylation enabled by alkene sorting

Author

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  • Yi-Ming Du

    (Southern University of Science and Technology)

  • Xiao-Yi Chen

    (Southern University of Science and Technology)

  • Yulong Li

    (Sichuan University of Science and Engineering)

  • Ming Joo Koh

    (National University of Singapore)

  • Wei Shu

    (Southern University of Science and Technology)

Abstract

Enantioenriched α-arylated dialkyl ketones with acidic proton are ubiquitous subunits in valuable target organic molecules and serve as versatile synthetic precursors for other value-added chiral blocks. Herein, a distinct synthetic strategy of enantioenriched α-arylated dialkyl ketones enabled by nickel-catalyzed iterative cross-hydrocarbonylation of two alkenes has been developed, representing a reaction mode for the direct synthesis of asymmetric α-arylated dialkyl ketones. One aliphatic alkene and one styrene are creatively used as surrogates of two different alkyl precursors. Two different alkenes are sewed together by a “carbonyl glue” with exclusive alkene sorting. This straightforward and gas-free protocol transforms a diverse array of styrene and unactivated alkenes into highly valuable α-arylated dialkyl ketones with high levels of enantioselectivity, allowing for the construction of enantioenriched unsymmetric dialkyl ketones from only alkenes. This process is also applicable to late-stage functionalization of complex molecules.

Suggested Citation

  • Yi-Ming Du & Xiao-Yi Chen & Yulong Li & Ming Joo Koh & Wei Shu, 2025. "Rapid assembly of enantioenriched α-arylated ketones via Ni-catalyzed asymmetric cross-hydrocarbonylation enabled by alkene sorting," Nature Communications, Nature, vol. 16(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-57967-4
    DOI: 10.1038/s41467-025-57967-4
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