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Total synthesis of Camptothecin (Rapoport):
Reference: Tang, C.; Rapoport, H. J. Am. Chem. Soc. 1972, 94, 8615. DOI
Keywords: Hofmann elim → Enoate • Allylic oxidation → Allyl-OH • Claisen-Johnson • Mechanism • Friedlander • Lactone-6 • Lactone → Lactone-α-OR • Ketone → Alkyl-OH • O-C(O)OR → O-H • Alkyl-OH → Ketone • Quinoline synthesis • Allylic oxidation → Allyl-OH •
Reagents: BH4-Na+ • Acetic anhydride • SeO2 • Acetic acid • Carbonate, potassium • Orthoester • Carbodiimide • SeO2 • H2SO4 • CuCl • DMF (solvent) • O2

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