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Enantioselective electroreductive alkyne-aldehyde coupling

Author

Listed:
  • Xiyang Cao

    (Wuhan University)

  • Yuyang Fu

    (Wuhan University)

  • Yongsheng Tao

    (Wuhan University)

  • Qingquan Lu

    (Wuhan University
    Wuhan University Shenzhen Research Institute)

Abstract

Electrocatalytic methods that facilitate the asymmetric reductive coupling of two π-components with complete control over regio-, stereo-, and enantioselectivity remain underexplored. Herein, we report a highly regio- and enantioselective cobaltaelectro-catalyzed alkyne-aldehyde coupling reaction, in which protons and electrons serve as the hydrogen source and reductant, respectively. Earth-abundant cobalt and air-stable (S,S)−2,3-bis(tert-butylmethylphosphino)quinoxaline (QuinoxP*) are used as the catalyst and ligand, respectively. A series of enantioenriched allylic alcohols can be constructed with excellent regio- (>19:1), stereo- (>19:1 E:Z), and enantioselectivity (up to 98% ee).

Suggested Citation

  • Xiyang Cao & Yuyang Fu & Yongsheng Tao & Qingquan Lu, 2025. "Enantioselective electroreductive alkyne-aldehyde coupling," Nature Communications, Nature, vol. 16(1), pages 1-8, December.
  • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-60230-5
    DOI: 10.1038/s41467-025-60230-5
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    References listed on IDEAS

    as
    1. Shiquan Gao & Chen Wang & Junfeng Yang & Junliang Zhang, 2023. "Cobalt-catalyzed enantioselective intramolecular reductive cyclization via electrochemistry," Nature Communications, Nature, vol. 14(1), pages 1-8, December.
    2. Samer Gnaim & Adriano Bauer & Hai-Jun Zhang & Longrui Chen & Cara Gannett & Christian A. Malapit & David E. Hill & David Vogt & Tianhua Tang & Ryan A. Daley & Wei Hao & Rui Zeng & Mathilde Quertenmont, 2022. "Cobalt-electrocatalytic HAT for functionalization of unsaturated C–C bonds," Nature, Nature, vol. 605(7911), pages 687-695, May.
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