Total synthesis of γ-Lycorane:
| Reference: | Dong, L.; Xu, Y.-J.; Cun, L.-F.; Cui, X.; Mi, A.-Q.; Jiang, Y.-Z.; Gong, L.-Z. Org. Lett. 2005, 7, 4285. DOI |
| Reactions: | Pictet-Spengler • Amine-6 • CarboxEster enolate+EneNitro • EneNitro+Enolate • ConjAdd Enolate • Rh/B-Aryl+Allyl-OAc • N-C(O)R → N-CH2R • Nitro → Amine • Lactam-5 • Bicyclo(430)-aza • |
| Reagents: | BINAP • LiNiPr2 • CH2=C(OLi)(OR) • H2, RaNi • Formaldehyde • AlH4-Li+ • Acetic acid, trifluoro • |