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O-4-O-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-acetylated d-glucopyranosides, compared to the substrates above, showed slightly different aptitudes of migration. However, all O-4-O-6 migrations investigated proved to be irreversible under the conditions applied.
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Albert et al. (1983) studied this question.
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