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Total synthesis of Aspidospermine:
Reference: Stork, G.; Dolfini, J. E. J. Am. Chem. Soc. 1963, 85, 2872-2873. DOI
Keywords: Aldehyde → EnAmine • Aldehyde → EnAmine • ConjAdd EnAmine • ConjAdd EnAmine • Robinson annulation, enamine • Cyclohexenone • Enone → Ketal • CarboxEster → Carboxamide • Ketal → Enone • CarboxAmide → Amine • ConjAdd Amine • Amine-6 • N-H → N-C(O)R • Ketone enolate+Alkyl-X (intram) • Alkyl-X+Enolate (intram) • Lactam-5 • Fischer Indole • Indole synthesis • Ketone → Hydrazone • Imine → Amine • Ketone → Ketal • CarboxAmide → Amine • Ketal → Ketone • N-H → N-C(O)R •
Reagents: Pyrrolidine • Acrylate • Acetic acid • Methyl vinyl ketone • Glycol • NH3 • AlH4-Li+ • KOtBu • Glycol • AlH4-Li+ • Hydrazine, phenyl • Acetic acid • AlH4-Li+ • Acetic anhydride •

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