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Total synthesis of Copaene:
Reference: Heathcock, C. J. Am. Chem. Soc. 1966, 88, 4112-4113. DOI
Keywords: Ketone → Ketal • O-H → O-SO2R • Alkyl-OH → Ketone • Epoxidation, peracid • Epoxide → Diol • Ketone enolate+Alkyl-X, Intram • O-Bn → O-H • Li-Alkyl+Ketone • Ketone+Li-Alkyl • Dehydration → Ene • Li-Me+Ketone • Ketone+Li-Alkyl • Hydrogenation Alkene • Dehydration → Ene •
Reagents: Glycol • Perbenzoic acid, 3-chloro • H2SO4 • DMSO (solvent) • HBr • Acetic acid • LiCHMe2 • CrO3, H2SO4 (Jones) • POCl3 • MeLi • H2, Pd • POCl3

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