Total synthesis of Cytisine:
| Reference: | Stead, D.; O'Brien, P.; Sanderson, A. J. Org. Lett. 2005, 7, 4459-4462. DOI |
| Reactions: | Mannich • Amine-6 • Bicyclo(331)-aza • Li/H → Li-Amine • Wolff-Kishner • Ketone → CH2 • Cu-Alkyl+Alkyl-X • Allyl-X+Cu-R • N-Boc → N-H • N-H → N-C(O)R • RCM → Lactam • Lactam-6 • N-Bn → N-H • Pd-Dehydrogenation • Ketone → Hydrazone • |
| Reagents: | NH2Bn • Formaldehyde • Hydrazine, tosyl • BH4-Na+ • BuLi(sec), TMEDA • CuCN • Allyl-Phosphate • Acetic acid, trifluoro • Acryloyl-Cl • Grubbs I • Pd/C • |