| Reference: | Zeng, X.; Zeng, F.; Negishi, E. Org. Lett. 2004, 6, 3245-3248. DOI |
| Keywords: | Alkyl-OH -> Aldehyde O-H -> O-SiMe2tBu Diol-1,2 cleavage Li/Br -> Li-Vinyl Li-Vinyl -> Zn-Vinyl Si-Alkynyl -> H-Alkynyl O-SiMe2tBu -> O-H Peterson -> Enal Peterson -> Enal Corey-Fuchs Pd/Zn-Alkynyl+Vinyl-X Negishi coupling Pd/Zn-Alkynyl+Vinyl-X Negishi coupling B-Allyl-Ipc+Aldehyde Aldol-B-Ipc Carboalumination Alkene Alkyne Hydrozirconation Pd/Zn-Vinyl+Vinyl-X Negishi coupling Li-Alkynyl -> Zn-Alkynyl Li/H -> Li-Alkynyl Fritsch-Buttenberg-Wiechell CarboxAcid -> CarboxAmide |
| Reagents: | Chiral catalyst AlMe3 O2 DMSO, (COCl)2 BuLi(sec) Acetic acid, trifluoro SiMe2tBu-Cl AD-Mix Periodate, sodium BuLi(sec) Acetic acid, trifluoro PPh3=CBr2 BuLi(n) ZrCp2ClH I2 Alkynyl-ZnX Ethylene dibromide Pd(PPh3)4 Vinyl-ZnX BuLi(tert) Carbonate, potassium PdCl2(PPh3)2 Fluoride, Bu4N+ NEtiPr2 Alkynyl-ZnX PdCl2(PPh3)2 LiNiPr2 Crotyl-B(Ipc)2 Hydroxide, lithium |