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Abstract

By using an A + C ABC cyclialkylation strategy we synthesized the icetexane-based diterpenes ()-barbatusol, (+)-demethylsalvicanol, and ()-brussonol. Synthetic (+)-demethylsalvicanol was dimerized to produce (+)-grandione using aqueous DielsAlder conditions. A modification of our cyclialkylation strategy was used to construct the tricyclic skeleton of ()-salviasperanol. Our synthesis of (+)-salvadione-B featured a regio- and stereospecific DielsAlder reaction as well as an efficient oxidative free radical cyclization.

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