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Total synthesis of Aspidophylline A New:
Reference: Zu,L.; Boal, B. W.; Garg, N. K. J. Am. Chem. Soc. 2011, 133, 8877–8179. DOI
Keywords: Ketone -> Ketal(Me) • N-Bn -> N-H • N-H -> N-SO2R • Ketal -> Ketone • Ketone -> Alkyl-OH • Alkyl-OH -> Ketone • N-SO2R -> N-H • Fischer indole • Diels-Alder, Maleic anhydride • Decarboxylation Oxidative • N-H -> N-SO2R • Pd-Heck coupling • Enone -> Ketone • Ketone enolate+Alkyl-X • Alkene cleavage • Lactone-6 • Lactone -> Ester • Ether-5 • Ketone -> Hydrazone •
Reagents: Orthoformate • TsOH • Na°/NH3 • BuLi(n) • Carbonate, potassium • Pd(PPh3)4 • Piperidine, pentamethyl • FeCl3 • In° • LiN(SiMe3)2 • Allyl-I • DMPU (solvent) • BH4-Na+ • OsO4, NaIO4 • BH4-Na+ • H2SO4 • Dess-Martin • Hydrazine, phenyl • Carbonate, potassium • Mg° • Formic acid •

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