Mechanistic studies of highly regioselective decarboxylative-prenyl migration reactions of prenyloxycarbonyl-diketo-dioxinones

Mechanistic studies of tandem regioselective decarboxylation, prenyl transfer, and aromatization reactions of prenyl dioxinone diketo-carboxylates to provide 3-prenyl-resorcylate derivatives are described. Studies of the effects of concentration and the base employed as well as the results of cross-over experiments were all found to be consistent with the reaction proceeding largely via an intermolecular reaction pathway.

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