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Total synthesis of Ruguluvasines A and B:
Reference: Liras, S.; Lynch, C. L.; Fryer, A. M.; Vu, B. T.; Martin, S. F. J. Am. Chem. Soc 2001, 123, 5918. DOI
Keywords: N-H → N-Cbz • N-Cbz → N-H • Pd/Sn-Aryl+Aryl-X • Stille coupling • N-H → N-Me • Mannich • Alkyl-OH → Alkyl-CN • Nitrile → Imine • Lactone-5 • Mannich, vinylogous • Lactone-5 •
Reagents: CH2=NMe2+I- • Cyanide, potassium • Pd(PPh3)4 • Boc2O • Aryl-SnR3 • Cbz-Succinimide • MeI • Carbonate, cesium • H2, Pd • DMAP • Formaldehyde • DMF (solvent) • DMF (solvent) • AlHiBu2

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