Abstract

The first successful reductions of the aromatic rings of phthalides, with the preservation of the lactone rings, are reported. The reduction/alkylation of some substituted 4-methoxyphthalides gave lactonic enol ethers, which were converted into conjugated homocyclic dienes and further into cyclohexenones. These enones were easily converted into bicyclo[3.2.1]octanes by the Bu 3 SnH/AIBn free radical cyclization reaction

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