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Total synthesis of Minovine:
Reference: Ziegler, F. E.; Spitzner, E. B.. J. Am. Chem. Soc. 1973, 95, 7146. DOI
Keywords: Wittig-methyl → EnoateEster • CompE+-Ketone/CarboxEster+Wittig • Aldehyde enamine+EneNitrile • ConjAdd EnAmine • Li/H → Li-Indole • Ketone enamine+Alkyl-X (intram) • Alkyl-X+EnAmine • Amine-5 • Hydrogenation Imine • Imine → Amine • Li-Aryl+CarboxEster • CarboxEster+Li-R → Ketone • Aldehyde → EnAmine • Amine-6 • Amine-5 • Diels-Alder-inverse, EnAmine • Aldehyde → Acetal • N-Bn → N-H • Nitrile → Amine •
Reagents: BuLi(n) • Oxalate • Diazomethane • PPh3=CH2 • H2, Pd • Ethylene dibromide • Acrylonitrile • AlH4-Li+ • Glycol • Benzaldehyde • BuLi(n) • H2, cat • DMF (solvent) • Carbonate, sodium • Pyrrolyl-Li •

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