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Anomalous Zemplén deacylation of protected methyl 2-deoxy-α-d-arabino-hexopyranosides and related methyl α-isomaltosides and α-isomaltotriosides

✍ Scribed by Eva Petráková; Cornelis P.J. Glaudemans

Book ID: 102995118
Publisher: Elsevier Science
Year: 1995
Tongue: English
Weight: 407 KB
Volume: 268
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(94)00315-7

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✦ Synopsis

Other instances of anomalous Zempl6n deacylation have been described [5][6][7]. The common feature so far is that, following Zempl6n deacylation of a protected saccharide, an acyl group at position 2 of that saccharidic unit was retained that bore a benzyl, allyl, or glycosyl group at position 3.

We here report our observation that methyl a-glycosides of isomalto oligosaccharides possessing a 3-O-benzoyl-4-O-benzyl-2-deoxy-a-D-arabino-hexopyranosyl moiety underwent anomalous Zempl6n deacylation. For compounds 9,11,13, 15, and 17, which

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