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, Wei Shu

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Article in Nature communications, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 authors.

Yi-Ming DuShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Guangming Advanced Research Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong, PR China.

Xiao-Yi ChenShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Guangming Advanced Research Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong, PR China.

Yulong LiCollege of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering, Zigong, Sichuan, PR China.

Ming Joo KohDepartment of Chemistry, National University of Singapore, Singapore, Singapore. chmkmj@nus.edu.sg.ORCID http://orcid.org/0000-0002-2534-4921

Wei ShuShenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Shenzhen Grubbs Institute, Guangming Advanced Research Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong, PR China. shuw@sustech.edu.cn.ORCID http://orcid.org/0000-0003-0890-2634

Funding

Department of Science and Technology of Sichuan Province (Sichuan Provincial Department of Science and Technology) 2024ZYD0017Department of Science and Technology of Sichuan Province (Sichuan Provincial Department of Science and Technology) 2025ZNSFSC0128Guangdong Science and Technology Department (Science and Technology Department, Guangdong Province) 2019QN01Y261Guangdong Science and Technology Department (Science and Technology Department, Guangdong Province) 2020B121201002National Natural Science Foundation of China (National Science Foundation of China) 22171127, 22371115, 22373056Shenzhen Science and Technology Innovation Commission JCYJ20240813094226034, JCYJ20230807093522044Sichuan University of Science and Engineering (SUSE) SUSE652A014

6 · The paper itself

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.

Identifiers

PMID40325002

DOI10.1038/s41467-025-57967-4

PMCPMC12052995

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