Article ID Journal Published Year Pages File Type
5273710 Tetrahedron Letters 2008 6 Pages PDF
Abstract

The effect of the arming-disarming protection in the acetolysis of 6-deoxy-sugar oligosaccharides has been for the first time systematically investigated. Starting from the newly synthesized methyl glycosides, the acetolysis conditions employed here afforded 1-O-Ac oligosaccharides selectively without cleavage of the interglycosidic bonds, if a suitable protecting group pattern was used. Actually, the behavior of armed-disarmed, armed-armed, and disarmed-disarmed 6-deoxy-sugar disaccharides in acetolysis reactions was investigated: the results fit well with the prediction made on the basis of the armed-disarmed effect.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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