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Total synthesis of Eudesmol, β:
Reference: Vite, G. D.; Spencer, T. A. J. Org. Chem., 1988, 53, pp 2555-2560DOI
Keywords: Aldehyde → Alkyl-OH • Alkyl-OH → Alkyl-Cl • Acetal → Diol • O-H → O-SO2R • Alkyl-OH → CarboxAcid • CarboxAcid → CarboxEster • Diol-1,3 → Acetal • Ozonolysis • Cu-Alkyl+Enone • Enone+Cu-R • Ketone enolate+Alkyl-X, Intram • Alkyl-X → Alkyl-OC(O)R • CarboxEster+Li-R • Li-Me+CarboxEster • Wittig-methyl •
Reagents: TsOH • O3 • AlH4-Li+ • PPh3 • Alkyl-MgX • CuBr·SMe2 • HCl • TsCl, Py • NaOtAm • Acetate, sodium • Carbonate, potassium • CrO3Cl·PyH (PCC) • Diazomethane • MeLi • AlH4-Li+ • PPh3

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