image

Total synthesis of β-Elemenone:
Reference: Majetich, G.; Grieco, P. A.; Nishizawa, N. J. Org. Chem. 1977, 42, 2327. DOI
Keywords: Ketone -> Vinyl-OP(O)(OR)2 • Aldehyde -> Alkyl-OH • Ketal -> Ketone • Fischer esterification • Ketone -> Ketal • Dieckmann • Selenoxide-Ei -> Ene • ConjReduct Enone • Vinyl-OP(O)(OR)2 -> Vinyl-H • Ketone -> Alkene • Ketone enolate+CS2 • Decarboxylation • Ketoester enolate+Alkyl-X • Ozonolysis • Cu-Me+Enone-β-SR • Knoevenagel condensation • Robinson annulation, ketone • Ketone enolate+Enone •
Reagents: Li°/NH3 • LiNiPr2 • P(O)(OR)2Cl • Li°/EtNH2 • O3 • BH4-Na+ • Selenocyanate, o-nitrophenyl • PBu3 • H2O2 • CS2 • LiCuMe2 • HCl • Glycol • NaOMe • MeI • Hydroxide, potassium • Malonic acid • Ethyl vinyl ketone • NaH •

Syntheses Home