Total synthesis of Mersicarpine New:
| Reference: | Iwama, Y.; Okano, K.; Sugimoto,K.; Tokuyama, H. Org. Lett.. 2012, 14, 2320-2322. DOI |
| Reactions: | Fischer Indole • Benzylic oxidation → Ketone • Ketone → Oxime • Beckman rearrangement • CarboxEster → Alkyl-OH • Imine → Amine • Amine-7 • N-H → N-CBz • O-H → O-Cbz • O-C(O)OR → O-H • Alkyl-OH → CarboxAcid • Lactam-6 • Bicyclo(540)-aza • N-Cbz → N-H • Amine → imine • |
| Reagents: | Hydrazine, phenyl • DDQ • NH2OH • Pyridine • AlHiBu2 • Pyridine • Hydroxide, sodium • RuO4-Pr4N+, NMO • H2, Pd • O2 • Me2S • O=C(OBn)Cl (Cbz) • |