| Reference: | Welch, S. C.; Hagan, C. P.; White, D. H.; Fleming, W.P.; Trotter, J. W. J. Am. Chem. Soc. 1977, 99, 549. DOI |
| Keywords: | Ketone -> Enolether CarboxEster -> CarboxAcid O-THP -> O-H Jones oxidation Alkyl-OH -> Ketone Ketone -> Ketone-α-Halo CarboxAcid -> CarboxEster Lactone-5 Williamson esterification Ketone -> Ketone-α-SeR Enal -> Acetal Meyer-Schuster Rearrangement Lactone-6 Ketone -> Alkyl-OH O-H -> O-THP Ketone enolate+CO2 CarboxAcid -> CarboxEster Selenoxide-Ei -> KetoEsterEnone Aldehyde -> Enal ConjReduct-Alkylation CarboxEster enolate+Alkyl-X EnoateEster ConjReduct Robinson annulation, diketone Ketone enamine+Enone Enone+Enamine Mechanism Li-Alkynyl+Ketone Enone+Li-R Li/H -> Li-Alkynyl CompE+-Ketone/Lactone+Li-R Hydrogenation Enone Dehydrohalogenation -> Enone Ketone -> Enone Claisen acylation, formate Ketone enolate+Formate ConjReduct Enone ConjReduct-Acylation CompRed-Ketone/Enone+B-H Mechanism |
| Reagents: | NaH Cl-CH2-OR Li°/NH3 MeI Thiolate, propyl CrO3, H2SO4 (Jones) Bromine Carbonate, calcium Bromine Carbonate, potassium H2, Rh Rh(PPh3)3Cl NaH Formate, ethyl SePh-Cl Perbenzoic acid, 3-chloro Glycol Alkynyl-Li H2SO4 Wieland-Miescher Hydroxide, potassium Pyrrolidine Wieland-Miescher BH4-Na+ DHP Li°/NH3 CO2 Diazomethane Methyl vinyl ketone HMPA (solvent) HMPA (solvent) DMF (solvent) |