| Reference: | Stork, G.; Zhao, K. J. Am. Chem. Soc. 1990, 112, 5875-5876. DOI |
| Keywords: | O-H -> O-SiMe2tBu • O-SiMe2tBu -> O-H • CarboxEster -> CarboxAmide • O-H -> O-C(O)R • Alkyl-X -> Alkyl-NH2 • Amine-6 • O-C(O)R -> O-H • B-Allyl-Ipc+Aldehyde • Aldol-B-Ipc • CarboxEster enolate+Epoxide • Epoxide+Enolate • Lactone-5 • Mechanism • Ozonolysis • Wittig-iodomethyl • Hofmann rearrangement • CarboxAmide -> Amine • C-CO2H -> C-N • Pd-Sonogashira • Si-Alkynyl -> H-Alkynyl • |
| Reagents: | SiMe2tBu-Cl • O3 • PPh3 • NaN(SiMe3)2 • HMPA (solvent) • HCl • PPh3, CBr4 • Chloride, ammonium • AlMe3 • DMAP • NEt3 • CuI • Fluoride, Bu4N+ • Carbonate, potassium • Alkyl-B • Allyl-B(Ipc)2 • LiNiPr2 • |