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Total synthesis of Luciduline (Oppolzer):
Reference: Oppolzer, W.; Petrzilka, M. J. Am. Chem. Soc, 1976, 98, 6722. DOI
Keywords: Diels-Alder, Enone • Reductive amination, B-H • N-OR → N-H • Nitrone Cycloaddition • Amine-6 • Aldehyde → Nitrone • Ketone → Oxime • Amine → Ammonium • Jones oxidation • Alkyl-OH → Ketone • CompOx-Alcohol/Amine+CrO3
Reagents: SnCl4 • Acetonitrile (solvent) • NH2OH • Acetate, sodium • BH3CN-Na+ • Formaldehyde • Sieves • AlH4-Li+ • CrO3, H2SO4 (Jones) • Butadiene • MeOSO2F •

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