| Reference: | Ley, S. V.; et al Org. Lett. 2003, 5, 4815, 4819. DOI |
| Keywords: | Si-Alkynyl -> H-Alkynyl Diol -> Ketal O-SiiPr3 -> O-H Alkyl-OH -> Aldehyde Propargyl-OH -> Ynone CarboxEster -> Alkyl-OH O-H -> O-SiiPr3 Li-Dithiane+Epoxide Li-Alkynyl+Epoxide Epoxide+Li-R Li/H -> Li-Alkynyl Cu-Vinyl+Epoxide Epoxide+Cu-R Mg-Alkynyl+Aldehyde Ketone -> Alkyl-OH Ynone -> Dithiane |
| Reagents: | Epoxide Alkynyl-Li BF3·THF Epoxide Vinyl-MgX CuI Fluoride, Bu4N+ SiEt3-Cl Alkynyl-MgX BuLi(n) Epoxide I2, NaHCO3 B(OMe)Et2 Me2C(OMe)2 Fluoride, Bu4N+ DMSO, (COCl)2 Alkyl-MgX Dess-Martin HS-(CH2)3-SH HS-(CH2)3-SH AlH4-Li+ SiiPr3-Cl Propiolate BH4-Na+ Imidazole Imidazole |