image

Total synthesis of Aloperine, iso:
Reference: Brosius, A. D.; Overman, L. E. J. Org. Chem. 1997, 62, 440. DOI
Keywords: Epoxide+Selenolate • Allyl-OH → Enone • N-Boc → N-H • Ketone → Alkyl-OH • N-H → N-C(O)OR • N-C(O)OR → N-H • Selenoxide-Ei → Allyl-OR • Epoxide → Allyl-OH • Pd/B-Alkyl+Vinyl-X • Suzuki coupling • Dehydrohalogenation → Ene • Enone → Enone-α-Halo • Dehydration → Ene • CarboxAmide → Amine • Furst-Plattner diaxial • Epoxidation, peracid • ConjAdd Amine • Amine-6 • Alkene Carboiodination • Amine-6 •
Reagents: DBU • Perbenzoic acid, 3-chloro • Selenolate, phenyl • H2O2 • RuO4-Pr4N+, NMO • I2, Py • Vinyl-I • Alkyl-B • PdCl2(dppf) • Acetic acid, trifluoro • Hydroxide, sodium • AlH4-Li+ • O=C(OR)Cl • Troc-Cl • POCl3 • Cd/Pb • TfOH • Iodide,R4N+

Syntheses Home