1025071-03-7Relevant articles and documents
Acetolysis of 6-deoxysugar disaccharide building blocks: Exo versus endo activation
Cirillo, Luigi,Bedini, Emiliano,Parrilli, Michelangelo
experimental part, p. 5704 - 5714 (2009/06/08)
Two different protocols for the mild and selective acetolysis of 6-deoxysugar methyl disaccharides under thermodynamic or kinetic control have been developed. The structures of the disaccharides obtained depend on the protocol used and, in the kinetically
Selective acetolysis of 6-deoxy-sugar oligosaccharide building blocks governed by the armed-disarmed effect
Bedini, Emiliano,Comegna, Daniela,Nola, Annalida Di,Parrilli, Michelangelo
, p. 2546 - 2551 (2008/09/21)
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.