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  • Regioselective Reduction of 3-Methoxymaleimides: an Efficient Method for the Synthesis of Methyl 5-Hydroxytetramates

    Author(s)
    Issa, Fatiah
    Fischer, Joshua
    Turner, Peter
    Coster, Mark J
    Griffith University Author(s)
    Coster, Mark J.
    Year published
    2006
    Metadata
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    Abstract
    3-Methoxymaleimide and various N-alkyl-3-methoxymaleimides, synthesized by base-promoted N-alkylation of 3-methoxymaleimide, were reduced using sodium borohydride with complete regioselectivity. The resultant methyl 5-hydroxytetramates are useful intermediates in the synthesis of a variety of tetramate derivatives.3-Methoxymaleimide and various N-alkyl-3-methoxymaleimides, synthesized by base-promoted N-alkylation of 3-methoxymaleimide, were reduced using sodium borohydride with complete regioselectivity. The resultant methyl 5-hydroxytetramates are useful intermediates in the synthesis of a variety of tetramate derivatives.
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    Journal Title
    Journal of Organic Chemistry
    Volume
    71
    Issue
    12
    Publisher URI
    http://pubs.acs.org/journal/joceah
    DOI
    https://doi.org/10.1021/jo0605750
    Copyright Statement
    © 2006 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. The contents of this journal can be freely accessed online via the ACS web page [? months] after publication. Use hypertext link above to access the ACS website.
    Subject
    Medicinal and biomolecular chemistry
    Organic chemistry
    Publication URI
    http://hdl.handle.net/10072/16741
    Collection
    • Journal articles

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