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

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