| Reference: | Chass, D. A.; Buddhasukh, D.; Magnus, P. D. J. Org. Chem. 1978, 43, 1750. DOI |
| Keywords: | Reformatsky CarboxEster enolate+Ketone Ether-5 CarboxEster -> Alkyl-OH O-H -> O-SO2R Fischer esterification Nitrile -> CarboxAcid CarboxEster -> CarboxEster-α-SePh CarboxEster -> Alkyl-OH O-H -> O-SO2R Ketal -> Diol O-H -> O-SO2R Alkyl-OH -> Ketone Alkyl-SO2R -> Alkyl-H Selenoxide-Ei -> EnoateEster CarboxEster -> EnoateEster Cu-Me+EnoateEster ConjAdd Cu-R Mg-Alkyl+Ketone Li-Sulfone+Alkyl-X Wagner-Meerwein Mechanism Alkyl-X -> Alkyl-CN Dehydration -> Ene Epoxidation, peracid Diol -> Ketal Grob fragmentation Mechanism Li-Sulfone+Ketone Barton remote functionalization |
| Reagents: | Bromoacetate Bromoacetate Zn° HgO AlH4-Li+ TsCl, Py Cyanide, sodium Hydroxide, sodium BF3·OEt2 LiNiPr2 Periodate, sodium LiCuMe2 H2SO4 Acetone (react) AlH4-Li+ TsCl, Py LiCH2-Sulfonyl TsCl, Py CrO3·Py2 (Collins) Al(Hg) MeMgI Perbenzoic acid, 3-chloro Bicarbonate, sodium AlH4-Li+ Burgess reagent Diselenide, phenyl Acetic anhydride Photochemistry DMSO (solvent) DMSO (solvent) CuSO4 NaH LiCHR-Sulfonyl DMSO (solvent) |