image

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

Syntheses Home