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  • Synthesis of the Salmonella Type E1 Core Trisaccharide as aProbe for the Generality of 1-(Benzenesulfinyl)piperidine/TriflicAnhydride Combination for Glycosidic Bond Formation fromThioglycosides
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  • A synthesis of a chromogenic glycoside of the Salmonella anatum group E1 core trisaccharide ispresented in which all three glycosidic bonds, a 1,2-cis-equatorial, a 1,2-trans-axial, and a 1,2-trans-equatorial linkage representing three of the four main classes of glycosidic bond, are formedwith thioglycoside donors activated under a single set of conditions by the combination of1-(benzenesulfinyl)piperidine and trifluoromethanesulfonic anhydride. 2,3-O-Carbonyl- and 2,3-O-isopropylidene-α-l-rhamnopyranosyl thioglycosides are found to be highly α-selective rhamnosyldonors under these conditions.
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