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    Aza-ortho-Quinone Methides as Reactive Intermediates: Generation and Utility in Contemporary Asymmetric Synthesis

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    Chemistry A European J - 2022 - Liao - Aza‐ortho‐Quinone Methides as Reactive Intermediates Generation and Utility in_removed.pdf
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    Type
    Article
    Authors
    Liao, Hsuan-Hung
    Miñoza, Shinje
    Lee, Shao-Chi cc
    Rueping, Magnus cc
    KAUST Department
    King Abdullah University of Science and Technology, KAUST Catalysis Center (KCC) SAUDI ARABIA
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Chemical Science Program
    Date
    2022-06-02
    Embargo End Date
    2023-06-02
    Permanent link to this record
    http://hdl.handle.net/10754/678592
    
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    Abstract
    The aza- ortho -quinone methide (aza- o -QM) chemistry has overwhelmingly progressed in the past few decades. This review aims to integrate various transition metal-catalyzed and organocatalytic strategies in taming aza -o- QM intermediates, including its the aza- para -quinone methide (aza- p -QM), aza- ortho -vinylidene quinone methide (aza- o -VQM), aza- ortho -alkynyl quinone methide (aza- o -AQM), and indole-based aza- o -QM analogs. These transient species are often utilized for the direct and enantioselective synthesis of complex (hetero)polycyclic or fused-ring molecular scaffolds such as tetrahydroquinoline and indoline, among others, which are abundant in many natural products, bioactive compounds, and pharmaceuticals.
    Citation
    Liao, H.-H., Miñoza, S., Lee, S.-C., & Rueping, M. (2022). Aza-ortho-Quinone Methides as Reactive Intermediates: Generation and Utility in Contemporary Asymmetric Synthesis. Chemistry – A European Journal. Portico. https://doi.org/10.1002/chem.202201112
    Sponsors
    Dr. Hsuan-HungLiao expresses his gratitude to the Young Scholar Fellowship Program of Ministry of Science and Technology (MOST110-2636-M-110-003) and Yushan Young Scholar Program of Ministry of Education (MOE) in Taiwan for their financial support. Shinje Miñoza also thanks National Sun Yat-sen University(NSYSU) Scholarship. The authors are thankful for Heng-Bo Lin (NSYSU), Joshua Andrew P. Nillama (Mindanao State University –Iligan Institute of Technology), and Ivy L. Librando (University of Lisbon) for proofreading this review.
    Publisher
    Wiley
    Journal
    Chemistry – A European Journal
    DOI
    10.1002/chem.202201112
    10.1002/chem.202284661
    PubMed ID
    35652815
    Additional Links
    https://onlinelibrary.wiley.com/doi/10.1002/chem.202201112
    ae974a485f413a2113503eed53cd6c53
    10.1002/chem.202201112
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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