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Study of thioglycosylation in ionic liquids.


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.

SUBMITTER: Zhang J 

PROVIDER: S-EPMC1540430 | biostudies-literature | 2006 Jun

REPOSITORIES: biostudies-literature

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Study of thioglycosylation in ionic liquids.

Zhang Jianguo J   Ragauskas Arthur A  

Beilstein journal of organic chemistry 20060627


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  ...[more]

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