Total synthesis of Lasubine II:
| Reference: | Ma, D.; Zhu, W. Org. Lett. 2001, 3, 3927. DOI |
| Reactions: | Mitsunobu → OC(O)R • Alkyl-OH → Alkyl-OC(O)R • Alkyl-OH inversion • Hydrogenation Enone • Decarboxylation β-keto acid • CompE+-CarboxEster/CarboxEster+H2O • Amine-6 • Dieckmann • Amine-6 • Bicyclo(440)-aza • N-H → N-Alkyl • Amine-6 • ConjAdd Amine • Alkyl-OH → Alkyl-OC(O)R • O-C(O)R → O-H • |
| Reagents: | Hydroxide, potassium • H2, Pd • PPh3, DEAD • Carbonate, potassium • Benzoic acid, p-nitro • Acetonitrile (solvent) • Hydroxide, potassium • Acetic anhydride, NEt3 • Carbonate, potassium • |