| Reference: | Hong, C. Y.; Kado, N.; Overman, L. E. J. Am. Chem. Soc. 1993, 115, 11028-9. DOI |
| Keywords: | Enolether -> Enone Enone -> Allyl-OH(asym) O-H -> O-C(O)NR2 Diol -> Ketal Ketal -> 1,2-Diol Alkene cleavage O-H -> O-MOM Li-Aryl -> Aryl-I Acetal -> Aldehyde Aldehyde -> Epoxide Aryl-OH -> Aryl-OR Aryl-OBn -> Aryl-OH Epoxide -> Diol Ether-5 Alkyl-OH -> Ketone N-Bn -> N-H N-H -> N-Alkyl N-Me -> N-C(O)OR Selenoxide-Ei -> Enone-6 N-C(O)OR -> N-Me Birch alkylation CarboxAcid enolate+Alkyl-X Alkene -> Diol-1,2 Cu-SiR3+Allyl-X Reductive amination, B-H Aldehyde -> Acetal(Me) Li/H -> Li-Aryl Aldehyde+Sulfonium ylide Pinacol Reductive amination, H2 Epoxidation, peracid Si-Allyl+Imonium Imonium+Si-R Pd-Heck coupling |
| Reagents: | Li°/NH3 Allyl-Cl HCl, H2O BH(Catechol) Corey oxazaborolidine Isocyanate CuI BuLi(n) LiSiMe2Ph OsO4, NMO Acetone (react) TsOH Periodate, sodium BH3CN-Na+ Orthoformate Cl-CH2-OR BuLi(n) I2 HCl, H2O Me3S+ I- BF3·OEt2 Carbonate, potassium BF3·OEt2 Perbenzoic acid, 3,5-dinitro RuO4-Pr4N+ H2, Pd Formaldehyde O=C(OR)Cl SePh-Cl Periodate, sodium AlH4-Li+ BBr3 Pd(OTFA)2(PPh3)2 Piperidine, pentamethyl |