Total synthesis of Isoretronecanol:
| Reference: | Leonard, N. J.; Sato, T. J. Org. Chem. 1969, 34, 1066. DOI |
| Reactions: | Amine-5 • N-H → N-Alkyl • Reductive amination, H2 • Amine-5 • N-Bn → N-H • Bicyclo(330)-aza • Dieckmann • CarboxEster enolate+CarboxEster • CompE+-Alkyl-X/CarboxEster+Amine • Amine-8 • Cyclooctane • CarboxEster → Alkyl-OH • |
| Reagents: | NH2Bn • HClO4 • H2, Pd • AlH4-Li+ • KOtBu • |