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Metal-free electrochemical dihydroxylation of unactivated alkenes

Author

Listed:
  • Min Liu

    (College of Chemistry, Nankai University)

  • Tian Feng

    (College of Chemistry, Nankai University)

  • Yanwei Wang

    (College of Chemistry, Nankai University)

  • Guangsheng Kou

    (College of Chemistry, Nankai University)

  • Qiuyan Wang

    (College of Chemistry, Nankai University)

  • Qian Wang

    (College of Chemistry, Nankai University)

  • Youai Qiu

    (College of Chemistry, Nankai University)

Abstract

Herein, a metal-free electrochemical dihydroxylation of unactivated alkenes is described. The transformation proceeds smoothly under mild conditions with a broad range of unactivated alkenes, providing valuable and versatile dihydroxylated products in moderate to good yields without the addition of costly transition metals and stoichiometric amounts of chemical oxidants. Moreover, this method can be applied to a range of natural products and pharmaceutical derivatives, further demonstrating its synthetic utility. Mechanistic studies have revealed that iodohydrin and epoxide intermediate are formed during the reaction process.

Suggested Citation

  • Min Liu & Tian Feng & Yanwei Wang & Guangsheng Kou & Qiuyan Wang & Qian Wang & Youai Qiu, 2023. "Metal-free electrochemical dihydroxylation of unactivated alkenes," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:14:y:2023:i:1:d:10.1038_s41467-023-42106-8
    DOI: 10.1038/s41467-023-42106-8
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    References listed on IDEAS

    as
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    Cited by:

    1. Zhiwei Zhao & Ranran Zhang & Yaowen Liu & Zile Zhu & Qiuyan Wang & Youai Qiu, 2024. "Electrochemical C−H deuteration of pyridine derivatives with D2O," Nature Communications, Nature, vol. 15(1), pages 1-9, December.

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