image

Total synthesis of Cherylline:
Reference: Hart, D. J.; Cain, P. A.; Evans, D. A. J. Am. Chem. Soc. 1978, 100, 1548. DOI
Keywords: CarboxAmide enolate+Ketone --- O-Bn -> O-H --- CarboxAmide -> Amine --- Ketene+Amine --- Peterson -> EnoateAmide --- Friedel-Crafts Alkylation --- Lactam-6 --- Aryl-OMe -> Aryl-OH --- Quinone
Reagents: Ketene, trimethylsilyl --- LiNiPr2 --- BF3·OEt2 --- H2, Pd --- AlH4-Li+ --- NaS-Et --- DMF (solvent) --- Tl(NO2)3

Syntheses Home