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    Total Synthesis of (+)-Aberrarone
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    • Yang Wang
      Yang Wang
      State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, and Chemical Biology Center, Peking University, 38 Xueyuan Road, Beijing 100191, China
      More by Yang Wang
    • Yongjian Su
      Yongjian Su
      State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, and Chemical Biology Center, Peking University, 38 Xueyuan Road, Beijing 100191, China
      More by Yongjian Su
    • Yanxing Jia*
      Yanxing Jia
      State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, and Chemical Biology Center, Peking University, 38 Xueyuan Road, Beijing 100191, China
      *Email: [email protected]
      More by Yanxing Jia
      Orcidhttps://orcid.org/0000-0002-9508-6622
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2023, 145, 17, 9459–9463
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    https://doi.org/10.1021/jacs.3c02511
    Published April 21, 2023
    Copyright © 2023 American Chemical Society
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    Abstract

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    The structurally intriguing diterpene (+)-aberrarone has been assembled in only 12 steps from the commercially available (S,S)-carveol without protecting group manipulations. This concise synthesis features a Cu-catalyzed asymmetric hydroboration to generate the chiral methyl group, a Ni-catalyzed reductive coupling to link two fragments, and a Mn-mediated radical cascade cyclization to construct the triquinane system.

    Copyright © 2023 American Chemical Society

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.3c02511.

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    CCDC 2241683, 2245283–2245285, 2255191, and 2255367 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing [email protected], or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2023, 145, 17, 9459–9463
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jacs.3c02511
    Published April 21, 2023
    Copyright © 2023 American Chemical Society
    Request reuse permissions

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