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Total synthesis of (±)-Sativene:
Reference: McMurry, J. E. J. Am. Chem. Soc., 1968, 90, 6821. DOI
Keywords: Ketone → Ketal • CompE+-Ketone/Ketone+glycol • Dehydration → Ene • Ketone → Hydrazone • Hydroboration alkene • O-H → O-SO2R • Hydrogenation Enone • Ketone+Mg-Alkyl • Mg-Alkyl+Ketone • Protecting group - Ketone • CompRed-Alkene/Imine+B-H • Dehydration → Ene • Ketone enolate+Alkyl-X, Intram • Alkyl-X+Enolate • Ketone+Li-Alkyl • Li-Me+Ketone • Ozonolysis C=N •
Reagents: Glycol • H2, Pd • Alkyl-MgX • H2SO4 • BH3 • H2O2 • O3 • TsCl, Py • NaCH2S(O}CH3 • DMSO (solvent) • MeLi • SOCl2 • Wieland-Miescher •

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