image

Total synthesis of Lysergic Acid:
Reference: Kornfeld, E. C.; Fornefeld, E. J.; Kline, G. B.; Mann, M. J.; Jones, R. G.; Woodward, R. B. J. Am. Chem. Soc. 1954, 76, 5256. DOI
Keywords: CarboxAcid → CarboxCl • Friedel-Crafts Acylation • Ketone → Ketone-α-Halo • Ketal → Ketone • N-C(O)R → N-H • N-H → N-C(O)R • Aldol-Na → Enone • Amine-6 • Enone → Allyl-OH • CarboxEster → CarboxAcid • Indole synthesis • N-H → N-Alkyl • Ketone-α-Halo → Ketone-α-NR2 • Allyl-OH → Allyl-Cl • Allyl-X → Allyl-CN • Nitrile → CarboxEster •
Reagents: SOCl2 • AlCl3 • Bromine • NaOMe • Acetyl chloride • BH4-Na+ • SOCl2 • HCN • Hydroxide, potassium • RaNi •

Syntheses Home