| Reference: | Ley, S. V.; Murray, P.J. Chem. Commun. 1982, 1252. DOI |
| Keywords: | Alkyl-MgBr • Ketone -> Ketone-α-SeR • CarboxEster -> Alkyl-OH • Selenoxide-Ei -> KetoEsterEnone • Ketoester -> Enone • CarboxEster -> CarboxEster-α-SePh • Mitsunobu -> SeR • Alkyl-OH -> Alkyl-SeR • Cu-Alkyl+Enone • Enone+Cu-R • Hydrogenolysis C-Se • Alkyl-SeR -> Alkyl-H • Ketone protection enolate • Hydrogenolysis C-Se • Alkyl-SeR -> Alkyl-H • Mechanism • Alkyl-OH -> Alkyl-SeR • Cationic cyclization • |
| Reagents: | Alkyl-MgX • Mg° • NaH • SePh-Cl • H2O2 • RaNi • LiNiPr2 • AlH4-Li+ • SePh-Phthalimide • PBu3 • RaNi • PPh3=CH2 • CuBr·SMe2 • DMSO (solvent) • SePh-Phthalimide • SnCl4 • |