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Acetalation studies. Part IXΦ. Reaction of sucrose and some related sugars with acetone in the presence of iodine; a novel cleavage-isopropylidenation methodψ

✍ Scribed by Cor G. J. Verhart; Brigitte M. G. Caris; Binne Zwanenburg; Gordon J. F. Chittenden


Book ID
104589433
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
488 KB
Volume
111
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

An efficient cleavage‐isopropylidenation reaction of sucrose, catalyzed by iodine, is described. Related D‐fructofuranosyl‐containing oligosaccharides, some common disaccharides and their individual monosaccharide units were treated in a similar manner to yield isopropylidenated monosaccharide derivatives. The reaction conditions are particularly mild and selective. Some mechanistic aspects of the procedure are also discussed.