Carbohydrate Research p. 45 - 50 (1981)
Update date:2022-08-05
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Pravdic, Nevenka
Treatment of 7-(2-acetamido-2,3-didedoxyhexen-2-enopyranosyl)theophylline derivatives with boron trifluoride etherate in boiling methanol led to the isolation of 7-(methyl 2-acetamido-2,3,4-trideoxyhex-2-enopyranosid-4-yl)theophylline derivatives.Some mechanistic features of this 1,4-rearrangement followed by solvolysis are discussed, and a rationalization of the C-4' derivatives in the fusion reaction of 2-acetamido-3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol with theophylline is offered.
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