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Total synthesis of Aspidospermidine:
Reference: Sharp, L. A.; Zard, S. Z. Org. Lett. 2006, 8, 831-834. DOI
Keywords: Aryl-OH -> Aryl-OMe • Friedel-Crafts Acylation • Lactam-5 • Radical cyclization(Aminyl) • Birch alkylation • Fischer Indole • Hydrogenolysis Ketone • Ketone -> CH2 • CarboxAmide -> Amine • EC-CarboxAmide/Ketone+B-H • CarboxEster enolate+Bromoacetate • Decarboxylation Krapcho • Mechanism •
Reagents: Acetyl chloride • H2, Pd • Carbonate, potassium • Li°/NH3 • HCl, H2O • O=C(OR)Cl • Benzoyl chloride • HSnBu3 • 9-BBN-H • Chloride, lithium • Hydrazine, phenyl • BH4-Na+ • Bromoacetate • DMF (solvent) •

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