| Reference: | Smith, A. B.; Kozmin, S. A.; Paone, D. V J. Am. Chem. Soc. 1999, 121, 7423. DOI |
| Keywords: | CarboxAmide(Evans) -> CarboxEster Williamson esterification CarboxEster -> Alkyl-OH O-H -> O-MOM O-Bn -> O-H Li/I -> Li-Alkyl Alkene cleavage Li-Dibromomethyl+Ketone Kowalski reaction Li-Dibromomethyl+CarboxEster Kowalski reaction O-MOM -> O-H Alkyl-OH -> Aldehyde Aryl-OMe -> Aryl-OH Danheiser benzannulation CarboxAmide enolate(Evans)+Alkyl-X Li-Alkyl+Ketone Enone-β-OR+Li-R Stork-Danheiser Wittig-methyl RCM -> Ring-C Ynol-OSi Aryl-OH -> Aryl-OR Benzene synthesis Lemieux-Johnson oxidation Alkyl-OH -> Alkyl-I Hydrogenation Alkene Li/I -> Li-Alkyl Mechanism Hydrazone+Li-Alkyl |
| Reagents: | NaN(SiMe3)2 H2O2, LiOH Carbonate, potassium CH2Br2, LiTMP BuLi(n) CH2Br2, LiTMP BuLi(n) AlH4-Li+ Cl-CH2-OR H2, Pd PPh3, I2 Alkyl-Li BuLi(tert) Fluoride, Bu4N+ Carbonate, potassium HCl PPh3, I2 OsO4, NaIO4 Hydrazine, tosyl HCl, MeOH Dess-Martin PPh3=CH2 H2, Pd BBr3 Allyl-Br Grubbs I SiiPr3-OTf SiMe2tBu-OTf Imidazole BuLi(tert) |