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Total synthesis of Ouabain Model:
Reference: Jung, M. E.; Piizzi, G. Org. Lett. 2003, 5, 137. DOI
Keywords: Enone → Ketal • CarboxEster → Alkyl-OH • Ketone → Alkyl-OH • Robinson annulation, ketoester • Ketoester enolate+Enone • Enone epoxidation, nucleophilic • Enone epoxidation, nucleophilic • Orthoester • Epoxide reduction • Ketone → Enone •
Reagents: Methyl vinyl ketone • KOtBu • Glycol • AlH4-Li+ • H2SO4 • H2O2, NaOH • H2O2, NaHCO3 • HgCl2 • BH(Et)3-Li+ • Orthoformate • Al(Hg) • SeO2

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