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Total synthesis of Majusculone:
Reference: Taber, D. F.; Sikkander, M. I.; Storck, P. H.. J. Org. Chem. 2007, 72, 4098 DOI
Keywords: Dehydrohalogenation → Vinyl-X • O-H → O-SO2R • Decarboxylation • ConjAdd Cu-R • Cu-Me+Enone • CompE+-Enone/Vinyl-Br+Cu-R • Ketone → Ketal • Ozonolysis • Luche reduction • Ketal → Ketone • Allyl-OH → Enone • Enone enolate+Alkyl-X • Alkyl-X+Enolate • Carbene insertion • Aldol-Na → Enone • Li-Me+Ketone • Dehydration → Ene • Allylic oxidation → Enone •
Reagents: Bromine • Hydroxide, potassium • Sulfonyl chloride, benzene • KOtBu • Hydroxide, lithium • CuBr • Hydrobenzoin • TsOH • KN(SiMe3)2 • O3 • Hydroxide, sodium • BH4-Na+, CeCl3 • HCl, MeOH • MeLi • Dess-Martin • SOCl2 • CrO3 • Chiral auxiliary-Ketal •

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