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Total synthesis of Hirsutene:
Reference: Ramig, K.; Kuzemko, M. A.; McNamara, K.; Cohen, T. J. Org. Chem. 1992, 57, 1968. DOI
Keywords: Ketone → Ketal • Ketone →Alkyl-OH • O-H → O-P(O)X2 • Ketal → Ketone • Wittig-methyl • Ketal(thio) → CH2 • Alkyl-OH → Alkyl-H • Li-Sulfide+Ketone • ConjAdd Li-R • Ketone enolate oxidation • Oxidative coupling enolate • Li/S → Li-Alkyl • Enone+Li-R • CompE+-Ketone/Ketone+glycol •
Reagents: RaNi • TsOH • Li°/NH3 • BuLi(n) • P(O)NMe2Cl2 • NHMe2 • Li°/MeNH2 • TsOH • PPh3=CH2 • Glycol • LiC(SPh)3 • BuLi(sec) • FeCl3 • DMF (solvent) •

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