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Total synthesis of Vincamine:
Reference: Herrmann, J. L.; Cregge,R. J.; Richman, J. E.; Semmelhack, C. L.; Schlessinger, R. H. J. Am. Chem. Soc., 1974, 96, 3702–3703. DOI
Keywords: Sulfide → Sulfoxide • Aminal • CarboxEster enolate+Alkyl-X • Alkyl-X+Enolate • CarboxCl → CarboxAmide • N-H → N-Alkyl • Lactam-6 • ConjAdd Enolate • CarboxAmide enolate+EnoateEster • Bischler-Napieralski • Iminium → Amine • Amine-6 • CarboxEster → CarboxAmide • Pummerer •
Reagents: LiNiPr2 • HMPA (solvent) • TsOH • Oxalyl chloride • KH • LiNiPr2 • Acrylate • POCl3 • AlH(OtBu)3-Li+ • Perbenzoic acid, 3-chloro • NaH • Acetyl chloride • NaOMe • NaOMe •

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