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Issue 86, 2016
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Mechanism and stereoselectivity of zeolite-catalysed sugar isomerisation in alcohols

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Abstract

Glucose isomerisation to fructose can occur by different pathways and the mechanism of zeolite-catalysed glucose isomerisation in methanol has remained incompletely understood. Herein, the mechanism is studied using an 1H–13C HSQC NMR assay resolving different fructose isotopomers. We find that zeolite-catalysed glucose isomerisation proceeds predominantly via a hydride shift into the pro-R position of fructose, thus resembling the stereoselectivity of the enzymatic isomerisation process.

Graphical abstract: Mechanism and stereoselectivity of zeolite-catalysed sugar isomerisation in alcohols

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Publication details

The article was received on 06 Jul 2016, accepted on 07 Oct 2016 and first published on 07 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC05592C
Citation: Chem. Commun., 2016,52, 12773-12776
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    Mechanism and stereoselectivity of zeolite-catalysed sugar isomerisation in alcohols

    S. Saravanamurugan, A. Riisager, E. Taarning and S. Meier, Chem. Commun., 2016, 52, 12773
    DOI: 10.1039/C6CC05592C

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