Total synthesis of Epibatidine (Regan):
| Reference: | Clayton, S. C.; Regan, A. C. Tetrahedron Lett. 1993, 7493. DOI |
| Reactions: | Diels-Alder, Yne • Amine-5 • Pyrrole cycloaddition • Bicyclo(221)-aza • Pd-Heck coupling • Hydrogenation alkene • CompRed-Alkene/Alkene+H2 • EneSulfone → Vinyl-H • N-C(O)OR → N-H • |
| Reagents: | Alkynyl-Sulfone • H2, Pd • EneSulfone • Na(Hg) • HBr • Pd(OAc)2 • Formic acid • |