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Total synthesis of E-(γ)-Bisabolene:
Reference: Corey, E. J.; Seibel, W. L. Tetrahedron Lett., 1986, 27, 905. DOI
Keywords: O-SiMe2tBu → O-H • Cu-Vinyl+Alkyl-X • Allyl-X+Cu-R • B-Vinyl → Cu-Vinyl • Si-Vinyl+Allyl-X • Allyl-X+Si-R • Li-Alkynyl → B-Alkynyl • Borane+Li-R • Li/H → Li-Alkynyl • Metalate rearrangement (B) • B-Alkynyl+Me3Si-OTf •
Reagents: Alkynyl-BR2 • Alkyl-B • BuLi(n) • CuI • Vinyl-Cu • MeI • Fluoride, R4N+ • TiCl4 • NHMePh • Vinyl-SiR3 • HMPA (solvent) • Alkynyl-BR2 • SiMe3-OTf • Vinyl-B •

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