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A concise and straightforward formal synthesis of (±)-aplykurodinone-1, a degraded steroid natural product isolated from sea hare Syphonota geographica is described, based on an intramolecular Michael addition. The route also includes an intermolecular Michael addition, a Riley selenium dioxide oxidation, and a Krapcho dealkoxycarbonylation. The relative stereochemistries of key intermediates have been determined through single-crystal X-ray diffraction analysis.

Described herein is a concise total synthesis of (+)-brazilin from readily available 4-bromo-1,2-dimethoxybenzene. In this synthetic route, a Sharpless asymmetric dihydroxylation was employed to introduce the chiral hydroxyl group, and trifluoroacetic acid (TFA) catalyzed one-pot intramolecular tandem Prins/Friedel-Crafts reaction was also involved as the key transformation in the construction of the hybrid chromane and indane framework.

A concise and straightforward total synthetic approach towards lycorine-type alkaloid (−)-γ-lycorane has been achieved in 7 steps. The key feature of the route is the employment of a palladium-catalyzed aromatic C H alkylation of unactivated secondary alkyl iodide. The synthetic protocols also involve a palladium-catalyzed deracemization of allylic carbonate, a Johnson-Claisen rearrangement and an iodocyclization.