| Reference: | Lebsack, A. D.; Overman, L. E.; Valentkovitch, R. J. J. Am. Chem. Soc. 2001, 123, 4851. DOI |
| Keywords: | Lemieux-Johnson oxidation • Alkene cleavage • Ketone -> Alkyl-OH(asym) • Kinetic resolution - Ketone reduction • O-H -> O-SiMe3 • Ketone-α-S(O)nR -> Ketone • Ketone -> Alkyl-OH(asym) • O-H -> O-C(O)R • Ketone-α-OH cleavage • Aldehyde -> Alkyl-OH • Peterson -> Ene • Oxazaborolidine BH3 • Li-Vinyl+Ketone • Sulfone -> Ketone • Aldehyde -> Acetal(thio) • Ketone -> Ketone-α-OR • CompOx-Alkene/Alkene+OsO4 • Lactone-6 • Prins-Pinacol • Mechanism • Ketone Enolate+Enone • ConjAdd Enolate • |
| Reagents: | OsO4, NaIO4 • HS-Ph • Corey oxazaborolidine • BH3·THF • Propenyl-Li • SiMe3-Im • LiCH2-SiMe3 • HF·Py • Perbenzoic acid, 3-chloro • LiNiPr2 • SmI2 • Corey oxazaborolidine • BH3·THF • DMAP • OsO4, NMO • Pb(OAc)4 • BH4-Na+ • Pyridinium, 2-halo • MoOPH • BF3·OEt2 • Acetic anhydride • Me2S-SMe+ X- • LiNiPr2, HMPA • |