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Open Access Open Badges Preliminary Communication

Study of thioglycosylation in ionic liquids

Jianguo Zhang* and Arthur Ragauskas

Author Affiliations

School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Gerogia, 30332, USA

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Beilstein Journal of Organic Chemistry 2006, 2:12  doi:10.1186/1860-5397-2-12

Published: 27 June 2006

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.

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Graphical abstract