| Reference: | Mander, L. M.; McLachlan, M. M. J. Am. Chem. Soc., 2003, 125, 2400. DOI |
| Keywords: | Decarboxylation O-H -> O-MOM Regitz diazo transfer Claisen acylation, formate Ketone enolate+Formate Diazoketone Photochemistry CarboxAmide -> Nitrile Nitrile -> Nitrile-α-SePh O-SiMe2tBu -> O-H Ketone -> Alkyl-OH CompRed-Ketone/Nitrile+Al-H O-H -> O-MOM Birch reduction Enolether -> Ketone Hydrogenolysis C-C≡N Enone -> Allyl-OH Alkyl-OH -> Ketone-α-OR Eschenmoser fragmentation N-OR -> N-H N-H -> N-C(O)R Ketone -> Enolsilane Alkyl-OH -> Ketone O-MOM -> O-H N-C(O)R -> N-H Wolff rearrangement Selenoxide-Ei -> EneNitrile Epoxidation, peracid Reductive amination, B-H Amine-6 Hydrogenolysis N-O Saegusa oxidation Ketone -> Enone Birch alkylation CarboxAcid enolate+Alkyl-X Friedel-Crafts Alkylation Diels-Alder, EneNitrile |
| Reagents: | Acetic acid Cl-CH2-OR DMAP Formate, ethyl NEt3 Photochemistry NH(SiMe3)2 (HMDS) Acetyl chloride, trichoro NEt3 KN(SiMe3)2 Diselenide, phenyl H2O2 Fluoride, Bu4N+ AlH4-Li+ Cl-CH2-OR DMAP NEtiPr2 Li°/NH3 HCl, MeOH AlH4-Li+ Perbenzoic acid, 3-chloro Dess-Martin Hydrazine, p-nitrophenylsulfonyl Pyridine NH2OH Pyridine ZrCl4 BH4-Na+ Zn° Acetic anhydride Acetic anhydride, trifluoro LiNiPr2 SiMe3-Cl Pd(OAc)2 HCl, H2O Dess-Martin HCl, H2O Carbonate, potassium DMSO (solvent) Li°/NH3 H2SO4 Acetone (solvent) Butadiene, 2-OR Yb(thd)3 |