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Total synthesis of Lycopladine A:
Reference: Staben, S. T.; Kennedy-Smith, J. J.; Huang, D.; Corkey, B. K.; LaLonde, R. L.; Toste, F. D. Angew. Chem. Int. Ed. 2006, 45, 5991-5994 DOI
Keywords: O-Bn → O-H • Electrocyclic-6π • Pd/B-Vinyl+Vinyl-X • Suzuki coupling • Alkyne → Alkynyl-I • Sn-Allenyl+Enone • Enone+Sn-R • ConjAdd Sn-Allenyl • Enone → EnolSilane • Carboauration Alkyne • EnolSilane+Carbonium • Pd/B-Alkyl+Vinyl-X • Suzuki coupling • Enone → Enone-α-Halo • Pyridine synthesis •
Reagents: NaOMe • I2 • Iodosobenzene-TFA • Pyridine • Vinyl-I • PdCl2(dppf) • AsPh3 • Allenyl-SnR3 • SiMe2tBu-OTf • NIS • AgNO3 • AuClPPh3 • AgBF4 • Vinyl-I • Vinyl-B • Pd/C • DMF (solvent) •

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