Efficient Conversion of Thioglycosides into Glycosyl Fluorides Using Dimethyl(methylthio)sulfonium Tetrafluoroborate |
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| Authors: | Lennart Blomberg Thomas Norberg |
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| Affiliation: | 1. Organic Synthesis Department , BioCarb Technology AB , S-223 70, Lund, Sweden;2. Organic Chemistry II , The Lund Institute of Technology , P.O. Box 124, S-221 00, Lund, Sweden |
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| Abstract: | Abstract Alkyl and aryl thioglycosides were converted in high yield into the corresponding α-glycosyl fluorides by treatment with dimethyl(methylthio)-sulfonium tetrafluoroborate. Glycosidic linkages and most protective groups are not affected by the reaction conditions. Glycosyl fluorides are proposed to be intermediates in glycosylations promoted by dimethyl(methylthio)-sulfonium tetrafluoroborate. |
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