Total synthesis of Atrylacton:
| Reference: | Minato, H.; Nagasaki, T Chem. Comm. 1965, 377. DOI |
| Reactions: | Ketal → Ketone • ConjAdd M-CN • Nitrile → Amine • CompRed-Nitrile/Ntrile+H2 • Reductive amination, B-H • Eschweiler-Clarke methylation • Wolff-Kishner • Aldehyde → CH3 • Amine → AmineOxide • Furan synthesis • Ketone enamine+Alkyl-X • Bromoacetate+EnAmine • Alkyl-X+EnAmine • Cope elimination • Ketone → EnAmine • Ketone → Ketal • Nitrile → Aldehyde • CarboxEster → CarboxAcid • |
| Reagents: | AlEt3 • HCN • Glycol • H2, Pd • Formaldehyde • BH4-Na+ • AlHiBu2 • Hydrazine • Acetic acid • Pyrrolidine • Bromoacetate • Carbonate, potassium • Acetic anhydride • Cyanide, AlR2 • Perbenzoic acid, 3-chloro • AlHiBu2 • |