Total synthesis of Pumiliotoxin C (Overman):
| Reference: | Overman, L. E.; Jessup, P. J. J. Am. Chem. Soc. 1978, 100, 5179. DOI |
| Reactions: | HWE → Enone • Reductive amination, H2 • Amine-6 • Bicyclo(440)-aza • Hydrogenation Enone • Hydrogenation Imine • Imine → Amine • Diels-Alder, Enone • N-C(O)OR → N-H • |
| Reagents: | P(O)(OR)2CH2-C(O)R' • NaH • H2, Pd • HBr • H2, Pt • Crotonate • Butadiene, 1-NR2 • |