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Total synthesis of Coccinelline:
Reference: Stevens, R. V.; Lee, A. W. N. J. Am. Chem. Soc. 1979, 101, 7032. DOI
Keywords: Aldehyde -> Acetal(Me) • Robinson-Schoepf • Amine-6 • Reductive amination, B-H • N-H -> N-Alkyl • Michael Acrolein • Claisen acylation, ester • CarboxEster enolate+CarboxEster • Wittig-methyl • Amine oxide • Hydrogenation Alkene(asym) • Decarboxylation Krapcho • Decarboxylation Krapcho • Decarboxylation Krapcho •
Reagents: NaOMe • Chloride, sodium • NaH • Chloride, sodium • Acetate, ammonium • BH3CN-Na+ • Acetone dicarboxylate • Chloride, sodium • PPh3=CH2 • H2, Pd • Perbenzoic acid, 3-chloro • Acrolein • Malonate • DMF (solvent) • DMF (solvent) • DMF (solvent) •

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