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Total synthesis of Genudin Model:
Reference: Renoud-Grappin, M.; Vanucci, C.; Lhomet, G. J. Org. Chem. 1994, 59, 3902. DOI
Keywords: Alkene → Diol-1,2 • 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-SeR • Dehydration → Ene • Mechanism • Ketone → Ketal • Robinson annulation, diketone •
Reagents: Li°/NH3 • Hydrazine • Furyl-Ce • Sulfonyl chloride, methane, NEt3 • OsO4, NMO • TsOH • Perbenzoic acid, 3-chloro • BuLi(tert) • Perbenzoic acid, 3-chloro • H2O2, NaOH • MeI • Diselenide, phenyl • TsOH • TsOH •

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