image

Total synthesis of Phenserine (Rigby):
Reference: Rigby, J. H.; Sidique, S. Org. Lett. 2007, 9, 1219 DOI
Keywords: Japp-Klingemann • N-H → N-Me • Carbene Cycloaddition • Carbene, bisphenylthio • Lactam-5 • Curtius • C-CO2H → C-N • 1,1-Dipolarophile • CarboxAmide → Amine • N-H → N-Me • Fischer Indole • Indole synthesis • CarboxAcid → CarboxAzide • Ketal(thio) → CH2 • Imine → Amine • O-Me → O-H (phenol) • O-H → O-C(O)NR2
Reagents: Nitrite, sodium • Hydroxide, potassium • Acetoacetate • HCl, EtOH • MeI • Hydroxide, lithium • Azide, diphenylphosphoryl • AlH4-Li+ • MeI • RaNi • AlH4-Li+ • B(Br)3 • Isocyanate • DMF (solvent) •

Syntheses Home