Abstract
IT has recently been shown1 that refluxing 6-O-mesyl-l : 2-3 : 4-di-O-isopropylidene-D-galacto-pyranose2 (i) and 3 : 5-O-benzylidene-6-O-mesyl-l : 2-O-isopropylidene-D-glucofuranose3 (ii) with potassium fluoride in ethanediol, yields the 6-deoxy-6-fluoro-D-galactopyranose and D-glucofuranose derivatives, respectively. A notable difference in the reactivity of the two sugars towards potassium fluoride was found (Table 1).
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References
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TAYLOR, N. Reactivity of Sulphonyloxyl Groups with Halides in the Carbohydrate Series. Nature 182, 660–661 (1958). https://doi.org/10.1038/182660b0
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DOI: https://doi.org/10.1038/182660b0
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