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    Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene

    203596_203596.pdf (427.6Kb)
    Access Status
    Open access
    Authors
    Nguyen, Thanh Vinh
    Hall, Michael
    Date
    2014
    Type
    Journal Article
    
    Metadata
    Show full item record
    Citation
    Nguyen, T.V. and Hall, M. 2014. Activation of DMSO for Swern-type oxidation by 1,1-dichlorocycloheptatriene. Tetrahedron Letters. 55 (50): pp. 6895-6898.
    Source Title
    Tetrahedron Letters
    DOI
    10.1016/j.tetlet.2014.10.100
    ISSN
    0040-4039
    School
    Department of Applied Chemistry
    Remarks

    NOTICE: this is the author’s version of a work that was accepted for publication in the journal Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in the journal Tetrahedron Letters, Vol.55, No.50 (2014). DOI: http://doi.org/10.1016/j.tetlet.2014.10.100

    URI
    http://hdl.handle.net/20.500.11937/12742
    Collection
    • Curtin Research Publications
    Abstract

    A new dimethylsulfoxide activation method employing 1,1-dichlorocycloheptatriene has been developed for a mild Swern-type oxidation of a variety of alcohols. The carbonyl products can be obtained in good to excellent yields from this operationally simple and efficient method. This work is the first report of dimethylsulfoxide activation by a simple chlorinated hydrocarbon reagent, which has the unique ability of equilibrating to its reactive aromatic cationic form.

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