Polycyclic aromatic hydrocarbons (PACs) such as phenanthrenes, chrysenes or pyrenes are important structural motifs, that have found widespread application in areas such as materials science, natural product synthesis and asymmetric catalysis. A natural product class closely related to this type of compounds are the parviflorenes, a small family of dimeric sesquiterpenoids that has been recently isolated from curcuma parviflora. Many members of this class of natural products exhibit promising biological activity. Specifically, parviflorene A and F were found to be the most active compounds in the parviflorene family, which is displayed by GI<sub>50</sub> values in the low micromolar range. Herein, we report a divergent Lewis acid catalyzed carbonyl-ene reaction that allows for the access of both PACs and several members of the parviflorene family. The utility of the method is demonstrated in the total synthesis of parvilforene A, F and G.

Progress towards the total synthesis of parviflorene A, F and G

255th National Meeting (2018)

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