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Treatment of the furanbutenolide 18a with trifluoroacetic acid in dichloromethane results in hydrolysis and rearrangement leading to the cycloheptene ring-containing system 19a found in rameswaralide (5). Similar treatment of the diastereoisomeric furanbutenolide 17 produces the cyclohexene ring-containing system 23 present in plumarellide (1), together with the C-7 epimer 24 of 19a. The acid-catalysed...
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