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Pathway-divergent coupling of 1,3-enynes with acrylates through cascade cobalt catalysis

Author

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  • Heng Wang

    (University of Chinese Academy of Sciences)

  • Xiaofeng Jie

    (University of Chinese Academy of Sciences)

  • Qinglei Chong

    (University of Chinese Academy of Sciences)

  • Fanke Meng

    (University of Chinese Academy of Sciences
    Nankai University
    University of Chinese Academy of Sciences
    Beijing National Laboratory for Molecular Sciences)

Abstract

Catalytic cascade transformations of simple starting materials into highly functionalized molecules bearing a stereochemically defined multisubstituted alkene, which are important in medicinal chemistry, natural product synthesis, and material science, are in high demand for organic synthesis. The development of multiple reaction pathways accurately controlled by catalysts derived from different ligands is a critical goal in the field of catalysis. Here we report a cobalt-catalyzed strategy for the direct coupling of inexpensive 1,3-enynes with two molecules of acrylates to construct a high diversity of functionalized 1,3-dienes containing a trisubstituted or tetrasubstituted olefin. Such cascade reactions can proceed through three different pathways initiated by oxidative cyclization to achieve multiple bond formation in high chemo-, regio- and stereoselectivity precisely controlled by ligands, providing a platform for the development of tandem carbon-carbon bond-forming reactions.

Suggested Citation

  • Heng Wang & Xiaofeng Jie & Qinglei Chong & Fanke Meng, 2024. "Pathway-divergent coupling of 1,3-enynes with acrylates through cascade cobalt catalysis," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-47719-1
    DOI: 10.1038/s41467-024-47719-1
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    References listed on IDEAS

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    1. Shengnan Jin & Jinxia Li & Kang Liu & Wei-Yi Ding & Shuai Wang & Xiujuan Huang & Xue Li & Peiyuan Yu & Qiuling Song, 2022. "Publisher Correction: Enantioselective Cu-catalyzed double hydroboration of alkynes to access chiral gem-diborylalkanes," Nature Communications, Nature, vol. 13(1), pages 1-3, December.
    2. Shengnan Jin & Jinxia Li & Kang Liu & Wei-Yi Ding & Shuai Wang & Xiujuan Huang & Xue Li & Peiyuan Yu & Qiuling Song, 2022. "Enantioselective Cu-catalyzed double hydroboration of alkynes to access chiral gem-diborylalkanes," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
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