Issue 92, 2014
From the journal:

RSC Advances

Catalytic reductive cleavage of methyl α-d-glucoside acetals to ethers using hydrogen as a clean reductant†

Charlotte Gozlan,ab   Romain Lafon,a   Nicolas Duguet,a   Andreas Redlb  and  Marc Lemaire*a  

* Corresponding authors

a Laboratoire de Catalyse Synthèse et Environnement (CASYEN), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), CNRS, UMR-5246, Université Claude Bernard Lyon 1, 43 Boulevard du 11 Novembre 1918, Bât. Curien/CPE, 69622, Villeurbanne, France
E-mail: marc.lemaire.chimie@univ-lyon1.fr
Fax: +33-472-43-14-08
Tel: +33-472-43-14-07

b Tereos Syral SAS, Z.I et Portuaire B.P.32, 67390 Marckolsheim, France
E-mail: andreas.redl@tereos.com
Tel: +33-388-58-16-15

Abstract

The palladium-catalysed reductive cleavage of methyl glucoside acetals has been studied using hydrogen as a clean reducing agent. The reaction proceeds at 120 °C in cyclopentyl methyl ether (CPME) without acid co-catalyst. Under these conditions, the corresponding methyl glucoside monoethers were obtained with poor to good isolated yields (37–81%) and high selectivities (86–99%).

Graphical abstract: Catalytic reductive cleavage of methyl α-d-glucoside acetals to ethers using hydrogen as a clean reductant

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Article information

DOI
https://doi.org/10.1039/C4RA09350J
Article type
Paper
Submitted
27 Aug 2014
Accepted
01 Oct 2014
First published
10 Oct 2014

RSC Adv., 2014,4, 50653-50661

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Catalytic reductive cleavage of methyl α-D-glucoside acetals to ethers using hydrogen as a clean reductant

C. Gozlan, R. Lafon, N. Duguet, A. Redl and M. Lemaire, RSC Adv., 2014, 4, 50653 DOI: 10.1039/C4RA09350J

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