| Reference: | Huang, H.; Forsyth, C. J. J. Org. Chem. 1995, 60, 5746. DOI |
| Keywords: | Enolsilane -> Ketone enolate Ketone -> Ketal Ketone enolate+Alkyl-X Propargyl-X+Enolate Li-Alkynyl+Me-X Li/H -> Li-Alkynyl CarboxEster -> Alkyl-OH Alkyl-OH -> Aldehyde Aldehyde -> Alkyl-OH Nozaki-Takai -> Ene Ketone -> C=CH2 Simmons-Smith Cyclopropane Alkyne isomerization Pd-Carboxylation Hydrogenolysis Cyclopropane CompE+-Ketone/CarboxEster+CH2(ZnBr)2 Hg-Vinyl -> Vinyl-CO2Me Aldehyde -> Aldehyde-α-OH Cu-Me+Enone Alkyne Carbomercuration |
| Reagents: | MeLi Propargyl-Br Alkynyl-Li Glycol BuLi(n) Propylene diamine LiCuMe2 SiMe3-Cl PdCl2 CuCl2 CH2Br2, Zn°, TiCl4 AlH4-Li+ CH2I2, Sm HgCl2 Dess-Martin Li°/NH3 SeO2 BH4-Na+ CO HgCl2 NH(SiMe3)2 |