| Reference: | Smith, A. B. III; Empfield, J. R.; Rivero, R. A.; Vaccaro, H. A.J. Am. Chem. Soc., 1991, 113, 4037. DOI |
| Keywords: | Jones oxidation • Alkyl-OH -> Ketone • Sulfide-5 • O-H -> O-MEM • Sulfide -> Sulfoxide • O-H -> O-SO2R • Dehydration -> Vinyl-S • Sulfoxide -> Sulfide • O-H -> O-SiMe2tBu • Allyl-OH -> Enone • Spiroketal • Ether-5 • EC-Ketone/Ketone+B-H • O-H -> O-SiMe2tBu • Alkene isomerization • O-Allyl -> -O-H • O-SiMe2tBu -> O-H • Li/H -> Li-Vinyl-OR • Hydroboration Vinyl-SR • RC-Vinyl-S/CarboxEster+B-H • Epoxidation, Mo • Selenoxide-Ei -> Enone-5 • Ketone -> Enone • CarboxEster -> Aldehyde • Epoxide -> Allyl-OH • Li-Vinyl+Aldehyde • Ozonolysis • Ketone -> Enolether • ConjAdd M-OR • Ketone enolate+NCS • Ketone -> Ketone-α-OH • Ketone enolate+Oxaziridine • Ketone -> Alkyl-OH • |
| Reagents: | LiNiPr2, HMPA • Se(O)Ph-Cl • Hydroperoxide, tbutyl • CrO3, H2SO4 (Jones) • KH • O3 • Me2S • Epoxide • DBU • LiNiPr2 • NCS • HS-Ac • NaOMe • DMAP • Oxaziridine • MeSO2Cl, NEt3 • DBU • Acetic anhydride, trifluoro • SiPh2tBu-OTf • AlHiBu2 • BH3 • H2O2, NaOH • Vinyl-Li • BuLi(tert), HMPA • Oxalic acid • DMSO, (COCl)2 • TsOH • BHsBu3-Li+ • SiMe2tBu-OTf • Carbonate, cesium • KN(SiMe3)2 • Oxaziridine, Camphor • Rh(PPh3)3Cl • HCl, MeOH • Me2SO4 • 18-cr-6 • BH4-Na+ • |