image

Total synthesis of Genudin Model:
Reference: Renoud-Grappin, M.; Vanucci, C.; Lhomet, G. J. Org. Chem. 1994, 59, 3902. DOI
Keywords: Alkene cleavage • Pinacol • Wolff-Kishner • Ketone -> CH2 • Baeyer-Villiger • Lactone-6 • Selenoxide-Ei -> EneLactone • Lactone -> EneLactone • ConjReduct-Alkylation • Ketone enolate+Me-I • Enone ConjReduct • Epoxidation, nucleophilic EnoateEster • Ce-Furyl+Ketone • Ketone+Ce-R • CarboxEster -> CarboxEster-α-SePh • Dehydration -> Ene • Mechanism • Ketone -> Ketal • Robinson annulation, diketone •
Reagents: Li°/NH3 • Hydrazine • Furyl-Ce • MeSO2Cl, NEt3 • OsO4, NMO • TsOH • Perbenzoic acid, 3-chloro • BuLi(tert) • Perbenzoic acid, 3-chloro • H2O2, NaOH • MeI • Diselenide, phenyl • TsOH • TsOH •

Syntheses Home