Total synthesis of Camptothecin (Comins):
| Reference: | Comins, D. L.; Hong, H.; Jianhua, G. Tetrahedron Lett. 1994, 35, 5331. DOI |
| Reactions: | Li/I → Li-Aryl • Li/H → Li-Quinoline • Li-Aryl+Ketone • Li-Aryl+Aldehyde • CompE+-Ketone/CarboxEster+M-R • Hydrogenolysis C-Cl • Vinyl-Cl → Vinyl-H • Mitsunobu → Amine • Benzyl-OH → Benzyl-NR2 • Li-Aryl → I-Aryl • Li/H → Li-Pyridyl • Li-Aryl+CarboxAmide • CarboxAmide+Li-R • Radical cyclization(Acyl) • Amine-5 • Lactone-6 • Acetal → Diol-1,3 • Aldehyde → Alkyl-OH • Diol-1,3 → Acetal • |
| Reagents: | BH4-Na+ • Pyridyl-Li • BuLi(n) • BF3·OEt2 • HCl, H2O • H2, Pd • LiNiPr2 • Formaldehyde • PPh3, DEAD • BuLi(n) • DMF (react) • BuLi(n) • I2 • Pyridyl-Li • HSnBu3 • AIBN • |