Journal
CHEMISTRY LETTERS
Volume 32, Issue 4, Pages 340-341Publisher
CHEMICAL SOC JAPAN
DOI: 10.1246/cl.2003.340
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Highly beta-stereoselective glycosylations of glycosyl acceptors having a primary hydroxyl group by using a novel glycosyl donor, alpha-glycosyl 6-nitro-2-benzothiazoate (3), proceeded smoothly in the presence of a catalytic amount of trifluoromethanesulfonic acid (TfOH) in CH2Cl2 at -78degreesC to afford the corresponding glycosides in high yields. The donor 3 gave beta-saccharides more dominantly compared with those using other alpha-glycosyl donors such as thioform- and trichloroacet-imidates or fluoride under the same conditions.
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