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    Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds

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    Type
    Article
    Authors
    Bukhriakov, Konstantin
    Desyatkin, Victor G.
    Rodionov, Valentin cc
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2016
    Permanent link to this record
    http://hdl.handle.net/10754/621695
    
    Metadata
    Show full item record
    Abstract
    A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed. © The Royal Society of Chemistry 2016.
    Citation
    Bukhryakov KV, Desyatkin VG, Rodionov VO (2016) Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds. Chem Commun 52: 7576–7579. Available: http://dx.doi.org/10.1039/c6cc01984f.
    Sponsors
    This research was supported by King Abdullah University of Science and Technology (KAUST). We are grateful to Dr Xianrong Guo (KAUST) for his assistance with <SUP>29</SUP>Si NMR, Dr Batian Chen (KAUST) for help with DFT calculations, and Sarah Almahdali (KAUST) for help with preparing the manuscript.
    Publisher
    Royal Society of Chemistry (RSC)
    Journal
    Chemical Communications
    DOI
    10.1039/c6cc01984f
    PubMed ID
    27216276
    ae974a485f413a2113503eed53cd6c53
    10.1039/c6cc01984f
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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