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Total synthesis of Matrine:
Reference: Mandell, L.; Gresham, J. T.; Freeman, W. J. J. Am. Chem. Soc. 1965, 87, 8234–8236. DOI
Keywords: KetoEster → EnAmine • Hydrogenation EnoateEster • Dieckmann • CarboxEster enolate+CarboxEster • Amine-6 • Decarboxylation β-keto acid • EnAmine ConjAdd • Ketone enamine+EneNitrile • Reductive amination, H2 • Nitrile → Amine • Mechanism • Amine-6 • Ketone → EnAmine • CarboxEster → Carboxamide • Lactam-6 •
Reagents: Acetoacetate • H2, Pt • NaH • Acetic acid • Pyrrolidine • Acrylonitrile • H2, Pd • Acetic acid • HCl •

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