| Reference: | Ohtsuki, K.; Matsuo, K.; Yoshikawa, T.; Moriya, C.; Tomita-Yokotani, K.; Shishido, K.; Shindo, M. Org. Lett. 2008, 10, 1247-1250. DOI |
| Keywords: | Mg-Vinyl+Ketone O-H -> O-SiPh2tBu O-H -> O-SiMe2tBu O-SiPh2tBu -> O-H Finkelstein reaction Li/I -> Li-Alkyl Li-Alkyl+CarboxEster CarboxEster+Li-R CompE+-Alkyl-I/Ketone+Li-R O-H -> O-SiPh2tBu O-SiMe2tBu -> O-H Alkyl-OH -> Ketone O-SiPh2tBu -> O-H Epoxidation, peracid Dehydration-> Ene Li-Alkynyl+Aldehyde Li/H -> Li-Alkynyl Hydroalumination Alkyne CarboxAmide enolate(Evans)+Alkyl-X Sharpless dihydroxylation Alkene -> Diol-1,2(asym) Wittig-carboxymethyl -> EnoateEster Lactone-5 Hydrogenation EnoateEster Epoxide reduction Chiral auxiliary |
| Reagents: | BuLi(n) Formaldehyde AlH2(OR)2-Na+ AlH2(OR)2-Na+ MeSO2Cl BuLi(tert) Vinyl-MgX SiPh2tBu-Cl LiNiPr2 MeSO2NH2 SiMe2tBu-Cl Fluoride, Bu4N+ MeSO2Cl, NEt3 Iodide, sodium SiPh2tBu-Cl HCl RuO4-Pr4N+, NMO PPh3=C(Me)-CO2R Fluoride, Bu4N+ Perbenzoic acid, 3-chloro NiCl2 SOCl2 ZnI2 BH3CN-Na+ BH4-Na+ |