Acetyl migration in partially acetylated D-glucopyranosides and acylamidohexopyranosides

Rainer Albert, Karl Dax, Arnold Stütz, Hans Weidmann

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0-4—0-6 Acetyl migrations in partially O-acetylated 2- and 3-acylamidodeoxyhexopyranosides, including derivatives of kanamycin A, were found to be particularly suited to allow the regiospecific accessibility of their respective C-4 OH groups. Partially O-acety-lated D-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all 0-4-0-6 migrations investigated proved to be irreversible under the conditions applied.
Original languageEnglish
Pages (from-to)279-299
JournalJournal of Carbohydrate Chemistry
Issue number3
Publication statusPublished - 1983

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