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

Yi-Ming Du, Xiao-Yi Chen, Yulong Li, Ming Joo Koh () and Wei Shu ()
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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

Nature Communications, 2025, vol. 16, issue 1, 1-9

Abstract: 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.

Date: 2025
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DOI: 10.1038/s41467-025-57967-4

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