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Heterogeneous copper-catalyzed direct reduction of C-glycosidic enones to saturated alcohols in water

Paul Anastas and 8 other contributors

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    Publication Date
    JAN 21
    Journal
    GREEN CHEMISTRY
    Location
    https://doi.org/10.1039/c8gc02815j
    Citation
    Petitjean, L. ., de Winter, T. ., Petrovic, P. ., Coish, P. ., Hitce, J. ., Moreau, M. ., … Anastas, P. . (2019). Heterogeneous copper-catalyzed direct reduction of C-glycosidic enones to saturated alcohols in water. GREEN CHEMISTRY, 21(2), 238-244. https://doi.org/10.1039/c8gc02815j (Original work published)

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    Faculty
    Paul Anastas

    Paul Anastas Teresa and H. John Heinz III Professor in the Practice of Chemistry for the Environment

    Abstract

    We report a novel method for the reduction of alpha,beta-unsaturated enones to the corresponding fully saturated alcohols in a single procedure. Remarkably, the method employs a heterogeneous copper catalyst in water and only requires resin-treatment for isolation of C-glycosidic alcohols as pure, diastereomeric mixtures. Our methodology was applied to the reduction of aromatic and aliphatic enones which furnished a library of C-glycosidic saturated alcohols from renewable sugars via a green and sustainable approach.