Abstract
Thomasidioic acid ( 2) has been synthesized in two steps by oxidative phenol coupling of sinapic acid ( 6) to the dilactone ( 7) followed by acid-catalyzed rearrangement. The diol dibenzyl ether ( 15), derived from thomasidioic acid dimethyl ester ( 9) by benzylation followed by LAH reduction, was selectively oxidized to yield thomasic acid ( 1) after debenzylation and base hydrolysis.
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