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Total synthesis of Uleine:
Reference: Buchi, G.; Gould, S. J.; Naf, F. J. Am. Chem. Soc. 1971, 93, 2492. DOI
Keywords: Li-Alkynyl+Ketone • Mechanism • Aldehyde → Imine • Mechanism • N-CHO → N-Me • Mannich • Amine-6 • Gabriel synthesis • N-H → N-C(O)H • Alkyne → Ketone • Ester Pyrolysis • Enone → Ketone • Hydrogenation Enone • Pictet-Spengler • N-CHO → N-Me • Ketone-α-OR → Ketone • Pictet-Spengler •
Reagents: Phthalimide • HCl, H2O • Formic acetic anhydride • Alkynyl-K • Hg(OAc)2 • Flash vacuum pyrolysis • H2, Pd • BF3·OEt2 • AlH4-Li+ • Li°/NH3 • BF3·OEt2 • AlH4-Li+ • Hydroxide, sodium •

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