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Total synthesis of Cocaine, (S)-(-):
Reference: Davis, F. A.; Theddu, N.; Edupuganti, R. Org. Lett. 2010, 12, 4118. DOI
Keywords: O-H → O-C(O)R • N-S(O)R → N-H • Amine → Ammonium • CarboxEster enolate+Imine • Imine+Enolate • CarboxEster → Aldehyde • HWE → EnoateEster • Aldehyde → Imine • Imine → Nitrone • Nitrone Cycloaddition • N-OR → N-H • Sulfinamide, chiral • Amine-5 •
Reagents: Benzoyl chloride • CH2=C(OLi)(OR) • NaN(SiMe3)2 • AlHiBu2 • P(O)(OR)2CH2-CO2R • DBU • HCl, H2O • H2O2 • ReMeO3 • Al(OtBu)3 • MeOMs • H2, Pd • Pyridine •

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