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Total synthesis of Eupomatilone-6 (5-epi):
Reference: Hong, S.; McIntosh, M. C. Org. Lett. 2002, 4, 19. DOI
Keywords: Lactone-5 • Pd/Sn-Aryl+Vinyl-X • Stille coupling • Li-Vinyl+Ketone • Enone+Li-R • Enone epoxidation, nucleophilic • CompE+-Ketone/Epoxide+Li-R • Epoxidation, dioxirane • CompOx-Alkene/Enone+Dioxirane • Enone → Enone-α-Halo • Quinone synthesis • Benzene synthesis • Claisen-Ireland •
Reagents: H2O2, K2CO3 • Bromine • Epoxide • Propenyl-Li • Acetic acid • Iodosobenzene-OAc • Aryl-SnR3 • Pd2(dba)3 • Epoxide • Mg° • Carbonate, potassium • Dioxirane • KN(SiMe3)2 • SiMe3-Cl •

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