image

Total synthesis of E-(γ)-Bisabolene:
Reference: Corey, E. J.; Seibel, W. L. Tetrahedron Lett., 1986, 27, 905.
Keywords: O-SiMe2tBu -> O-H --- Cu-Vinyl+Me-I --- Metalate rearrangement (B) --- B-Alkynyl+Me3Si-OTf --- B-Vinyl -> Cu-Vinyl --- Si-Vinyl+Allyl-X --- Li-Alkynyl+Borane
Reagents: Alkynyl-BR2 --- Alkynyl-BR2 --- SiMe3-OTf --- Vinyl-B --- BuLi(n) --- CuI --- Vinyl-Cu --- MeI --- Fluoride, Bu4N+ --- TiCl4 --- NHMePh --- Vinyl-SiR3 --- HMPA (solvent)

Syntheses Home