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

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Abstract

We report a novel method for the reduction of α,β-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.

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

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Publication details

The article was received on 05 Sep 2018, accepted on 19 Dec 2018 and first published on 04 Jan 2019


Article type: Communication
DOI: 10.1039/C8GC02815J
Citation: Green Chem., 2019, Advance Article
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    Heterogeneous copper-catalyzed direct reduction of C-glycosidic enones to saturated alcohols in water

    L. Petitjean, T. M. de Winter, P. V. Petrovic, P. Coish, J. Hitce, M. Moreau, T. Bordier, H. C. Erythropel and P. T. Anastas, Green Chem., 2019, Advance Article , DOI: 10.1039/C8GC02815J

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