image

Total synthesis of Sedridine:
Reference: Davis, F. A.; Prasad, K. R.; Nolt, M. B.; Wu. Y. Org. Lett. 2003, 5, 925. DOI
Keywords: Ketone → Alkyl-OH • N-S(O)R → N-SO2R • Ketone → Alkyl-OH • N-S(O)R → N-SO2R • CarboxAmide(Weinreb)+Mg-R • Mg-Alkyl+CarboxAmide • Aldehyde → Imine • N-SO2R → N-H • N-H → N-Alkyl • Amine-6 • N-H → N-Alkyl • Amine-6 • Sulfinamide, chiral • CarboxAmide enolate(Weinreb)+Imine • Imine+Enolate •
Reagents: Ti(OEt)4 • MeMgBr • BH(Et)3-Li+ • NaH • Perbenzoic acid, 3-chloro • Na°/NH3 • AlH(OtBu)3-Li+ • Perbenzoic acid, 3-chloro • Na°/NH3 • 18-cr-6 • NaH • 18-cr-6 • Weinreb acetamide • Chiral auxiliary-Sulfox •

Syntheses Home