| Reference: | Smith, A. B. III; Empfield, J. R.; Rivero, R. A.; Vaccaro, H. A.J. Am. Chem. Soc., 1991, 113, 4037. |
| 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 --- PhSe(O)Cl --- Hydroperoxide, tbutyl --- CrO3, H2SO4 (Jones) --- KH --- O3 --- Me2S --- Epoxide --- DBU --- LiNiPr2 --- NCS --- HS-Ac --- NaOMe --- DMAP --- Oxaziridine --- MeSO2Cl, NEt3 --- DBU --- TFAA --- 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+ |