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Total synthesis of Camptothecin:
Reference: Stork, G.; Schultz, A. G. J. Am. Chem. Soc. 1971, 93, 4074. DOI
Keywords: N-C(O)OR → N-H • Fischer esterification • CarboxAcid → CarboxEster • Ketone → Alkyl-OH • CarboxEster → CarboxAcid • Aldehyde → Alkyl-OH • O-H → O-C(O)R • O-C(O)R → O-H • Aldehyde → Alkyl-OH • Friedlander • Quinoline synthesis • Dieckmann • CarboxEster enolate+CarboxEster • Decarboxylation • Dehydration → EneLactam • ConjAdd Enolate • Dehydrogenation • Mechanism •
Reagents: Hydroxide, sodium • HI • HCl, EtOH • NaOEt • BH4-Na+ • Acetic acid • Acetic anhydride • Acetate, sodium • HCl, H2O • BH4-Na+ • Acetic anhydride, Py • DDQ • Hydroxide, sodium • BH4-Na+ • HCl •

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