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2O (1 mL). After 10 min, TLC (ether) revealed that the reaction was finished, showing a lower-running product. The mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (1:1 ether/hexane), yielding 1 (0.85 mmol, 85%) as a mixture of anomers.
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2/MeOH) to yield respectively 5T, 5U, 5F, and 6, the latter being a ∼9:1 mixture of isomers (see Table 1).
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Theophylline was chosen as a base because the absence of hydrogens should prohibit the tricycle formation, as it has been experimentally proved.
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