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

RSC Advances Pub Date: 2014-10-10 DOI: 10.1039/C4RA09350J

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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