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Total synthesis of Longifolene:
Reference: Corey, E. J.; Ohno, M.; Mitra, R. B.; Vatakencherry, P. A. J. Am. Chem. Soc. 1964, 86, 478. DOI
Keywords: Ketone → Ketal • CompE+-Ketone/Ketone+glycol • O-H → O-SO2R • Ketone → Ketal(thio) • Ketone → Alkyl-OH • Alkyl-OH → Ketone • Li-Me+Ketone • Ketone+Li-Alkyl • Dehydration → Ene • Wittig-alkyl+Ketone • Alkene → Diol-1,2 • CompNu-Alcohol/Alcohol+RSO2Cl • Pinacol • ConjAdd Enolate • Ketone enolate+Enone • Hydrogenolysis C-S • Ketone → CH2
Reagents: Wieland-Miescher • Glycol • TsOH • PPh3=CH-Me • OsO4 • TsCl, Py • LiClO4 • Carbonate, calcium • HCl, H2O • NEt3 • NaCPh3 • MeI • Thiol, (CH2)2-SH • BF3·OEt2 • AlH4-Li+ • Hydrazine • CrO3 • MeLi • SOCl2

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