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Issue 2, 2019
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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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Article information


Submitted
05 Sep 2018
Accepted
19 Dec 2018
First published
04 Jan 2019

Green Chem., 2019,21, 238-244
Article type
Communication

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, 21, 238
DOI: 10.1039/C8GC02815J

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