| Reference: | Pour, M.; Negishi, E. Tetrahedron Lett. 1996, 37, 4679. DOI |
| Keywords: | O-H -> O-SiMe2tBu Luche reduction Enone -> Allyl-OH O-H -> O-SiMe3 O-H -> O-SiMe2tBu Li-Vinyl -> Zn-Vinyl Allyl-OH -> Enal Allyl-OH -> Enone O-SiMe2tBu -> O-H Birch reduction Wittig-methyl -> Diene Li/I -> Li-Vinyl Alkyne Hydroalumination Li-Alkynyl+Aldehyde Li/H -> Li-Alkynyl Enone -> Enone-α-Halo Epoxide -> Allyl-OH Epoxidation, peracid CompE+-Vinyl-I/RO-SiMe3+Li-R Pd/Zn-Vinyl+Vinyl-X Negishi coupling |
| Reagents: | Li°/NH3 Al2O3 SiMe2tBu-Cl I2, Py BH4-Na+, CeCl3 SiMe3-Cl SiMe2tBu-Cl Alkynyl-Li Formaldehyde AlH4-Li+ I2 BuLi(n) ZnBr2 DMSO, (COCl)2 PPh3=CH2 DMSO, (COCl)2 Fluoride, Bu4N+ Vinyl-ZnX Pd(PPh3)4 Carbonate, potassium DMF (solvent) |