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Mechanism and stereoselectivity of zeolite-catalysed sugar isomerisation in alcohols.

Shunmugavel SaravanamuruganAnders RiisagerEsben TaarningSebastian Meier
Published in: Chemical communications (Cambridge, England) (2018)
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.
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