Enantioselective total synthesis of sagittacin E and related natural products.

The first enantioselective total synthesis of eremophilane-type sesquiterpenoids, sagittacin E and related natural products, was achieved. This synthesis features an asymmetric desymmetrization by Shi asymmetric epoxidation, intramolecular aldol-type cyclization, allylic oxidation of a 1,4-diene compound, and stereoselective epoxidation.