| Reference: | Nicolaou, K. C.; Li, A.; Edmonds, D. J.; Tria, G. S.; Ellery, S. P. J. Am. Chem. Soc. 2009, 131, 16905. DOI |
| Keywords: | Aryl-OTBS -> Aryl-OH Ether-5 CarboxEster -> CarboxAcid CarboxEster -> CarboxAmide CarboxEster -> CarboxAcid O-MOM -> O-H CarboxAcid -> CarboxAmide CarboxAmide enolate(Myers)+Alkyl-X CarboxAmide -> Ketone Ketone -> Vinyl-OTf Enone enolate+Alkyl-X ConjAdd Enolate Enone enolate+EnoateEster Acetal -> Aldehyde Pd/Mg-Vinyl+Vinyl-X Kumada coupling Si-Allyl+Carbonium Ketyl+Enone Alkene -> Alkyl-OH Ether-5 Chiral auxiliary |
| Reagents: | Piv-Cl Ephedrine LiNiPr2 MeLi KN(SiMe3)2 MgCH2-SiMe3 Pd(PPh3)4 Chloride, lithium Hydroxide, sodium Acetic acid, trifluoro KN(SiMe3)2 MeI Acrylate KOtBu Acetic acid, trifluoro HATU Hydroxide, lithium HCl Iodosobenzene-OAc CF3CH2OH(solvent) HCl, H2O SmI2 HMPA (solvent) Hexafluoroisopropanol (solvent) |