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Total synthesis of α-Lycorane:
Reference: Wang, C. L.; Ripka, W. C.; Confalone, P. N. Tetrahedron Lett., 1984, 25, 4613. DOI
Keywords: Li-Nitrile+Alkyl-X • Alkyl-X+Enolate • Nitrile → Aldehyde • CompRed-Nitrile/Alkene+M-H • Pictet-Spengler • Amine-6 • Decarboxylation β-keto acid • Mechanism • Azomethine ylide Cycloaddition • Amine-5 • N-Bn → N-H • Aldehyde → Imine •
Reagents: LiNiPr2 • AlHiBu2 • NH(SiMe3)2 (HMDS) • Formic acid • Formaldehyde • HMPA (solvent) •

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