Total synthesis of Nor-Nicotine:
| Reference: | Loh, T. P.; Zhou, J.-R.; Li, X.R.; Sim, K. Y. Tet. Lett. 1999, 40, 7847. DOI |
| Reactions: | Li-Aryl+Lactone • Lactone+Li-R • Alkyl-OH → Aldehyde • Reductive amination, B-H • Amine-5 • Li/Br → Li-Aryl • |
| Reagents: | Pyridyl-Li • BuLi(n) • DMSO, (COCl)2 (Swern) • NEt3 • BH3CN-Na+ • Acetic acid • HCl, MeOH • |