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    Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst

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    Type
    Article
    Authors
    Wickens, Zachary K.
    Morandi, Bill
    Grubbs, Robert H.
    Date
    2013-09-13
    Online Publication Date
    2013-09-13
    Print Publication Date
    2013-10-18
    Permanent link to this record
    http://hdl.handle.net/10754/597486
    
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    Abstract
    Breaking the rules: Reversal of the high Markovnikov selectivity of Wacker-type oxidations was accomplished using a nitrite co-catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. 18O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.
    Citation
    Wickens ZK, Morandi B, Grubbs RH (2013) Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angew Chem 125: 11467–11470. Available: http://dx.doi.org/10.1002/ange.201306756.
    Sponsors
    We thank Scott Virgil for technical assistance. We acknowledge KAUST, KFUPM, and NSF for funding and the SNSF for a fellowship to B.M.
    Publisher
    Wiley
    Journal
    Angewandte Chemie
    DOI
    10.1002/ange.201306756
    ae974a485f413a2113503eed53cd6c53
    10.1002/ange.201306756
    Scopus Count
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    Publications Acknowledging KAUST Support

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