Beilstein Journal of Organic Chemistry 2006-01-01

Study of thioglycosylation in ionic liquids.

Jianguo Zhang, Arthur Ragauskas

Index: Beilstein J. Org. Chem. 2 , 12, (2006)

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Abstract

A novel, green chemistry, glycosylation strategy was developed based upon the use of ionic liquids. Research studies demonstrated that thiomethyl glycosides could readily be activated with methyl trifluoromethane sulfonate, using 1-butyl-3-methylimidazolium tetrafluoroborate as a solvent. This green chemistry glycosylation strategy provided disaccharides with typical yields averaging 75%. The ionic liquid solvent could be readily reused for five sequential glycosylation reactions with no impact on product yield.