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KMID : 0370219830270020181
Yakhak Hoeji
1983 Volume.27 No. 2 p.181 ~ p.184
DMSO-Oxalyl Chloride for the Oxidation of Carbohydrates
õ¹®¿ì/Chun MW
Abstract
DMSO-oxalyl chloride at low temperature in methylene chloride reacted with isolated secondary hydroxyl groups in some monosaccharides to give alkoxysulfonium salts, convertible to carbonyls in high yields upon addition of triethylamine. And 1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose which is the key intermediate in the synthesis of 3-0-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide, was also obtained by oxidizing 1, 2:5, 6-di-O-isopropylidene-alpha-D-glucofuranose with the oxidizing reagent, followed by reduction with sodium borohydride.
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