| Reference: | Snider, B. B.; Keselgof, J. Y.; Foxman, B. M. J. Org. Chem. 1998, 63, 7945. DOI |
| Keywords: | O-H -> O-SO2R CarboxEster -> Alkyl-OH Alkyl-OH -> Aldehyde CarboxEster -> Alkyl-OH Ketone -> Alkyl-OH Alkene cleavage CarboxEster -> Alkyl-OH Jones oxidation Alkyl-OH -> CarboxAcid Carbocupration Alkyne Cu-Allyl+Alkyne CarboxEster enolate+Alkyl-X Li-Allenyl/Propargyl+Alkyl-X Wittig-carboxymethyl -> EnoateEster Ketoester dianion+Alkyl-X Hydrogenation Alkene Alkyl-OH -> Alkyl-H Allyl-OH -> Allyl-Br CarboxEster enolate+Alkyl-X Dehydration -> Ene Li-Alkynyl+Aldehyde Li/H -> Li-Alkynyl Allyl-OH -> Allyl-Br Finkelstein reaction Lemieux-Johnson oxidation KetoEster -> Ester Radical cyclization(α-Keto) |
| Reagents: | BuLi(n) Allenyl-Li Alkynyl-Li Allyl-Cl Formaldehyde CuI MeSO2Cl, NEt3 CH2=C(OLi)(OR) AlH4-Li+ Cr2O7·2PyH (PDC) PPh3=C(Me)-CO2R AlH4-Li+ MeSO2Cl Acetoacetate NaH BH4-Na+ OsO4, NaIO4 PPh3, DEAD H2, Pt AlH4-Li+ CrO3, H2SO4 (Jones) Allyl-MgX CuI BuLi(n) Bromide, lithium HMPA (solvent) Mn(OAc)3 Cu(OAc)2 |