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Organocatalytic Enantioselective Arylation to Access Densely Aryl-Substituted P-Stereogenic Centers
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    Organocatalytic Enantioselective Arylation to Access Densely Aryl-Substituted P-Stereogenic Centers
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    • Hui-Lin Hu
      Hui-Lin Hu
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
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    • Siqiang Fang
      Siqiang Fang
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
      More by Siqiang Fang
    • Xingjie Luo
      Xingjie Luo
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
      More by Xingjie Luo
    • Jiajia He
      Jiajia He
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
      More by Jiajia He
    • Jia-Hong Wu
      Jia-Hong Wu
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
      More by Jia-Hong Wu
    • Zhishan Su
      Zhishan Su
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
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    • Zhipeng Xu*
      Zhipeng Xu
      College of Water Resource and Hydropower, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China
      *[email protected]
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    • Tianli Wang*
      Tianli Wang
      Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
      *[email protected]
      More by Tianli Wang
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    Organic Letters

    Cite this: Org. Lett. 2025, 27, 1, 109–114
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    https://doi.org/10.1021/acs.orglett.4c03992
    Published December 23, 2024
    Copyright © 2024 American Chemical Society

    Abstract

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    Although methods for synthesizing chiral phosphorus scaffolds are available, the potential of this molecular chirality remains largely unexplored. Herein, we present a remote desymmetrization of prochiral biaryl phosphine oxides through an organocatalytic asymmetric arylation. This metal-free approach enables the efficient synthesis of a wide range of densely functionalized P(V)-stereogenic compounds with good to excellent yields and satisfactory enantioselectivities. Mechanistic studies reveal that hydrogen bonding and ion-pairing interactions are crucial for achieving precise stereocontrol in this transformation.

    Copyright © 2024 American Chemical Society

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.orglett.4c03992.

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    Organic Letters

    Cite this: Org. Lett. 2025, 27, 1, 109–114
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.4c03992
    Published December 23, 2024
    Copyright © 2024 American Chemical Society

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