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Total synthesis of Z-(γ)-Bisabolene:
Reference: Corey, E. J.; Seibel, W. L. Tetrahedron Lett., 1986, 27, 909. DOI
Keywords: Cu-Vinyl+Alkyl-X • Allyl-X+Cu-R • B-Alkynyl+Alkyl-X • Alkyl-X+B-R • B-Vinyl → Cu-Vinyl • Li-Alkynyl → B-Alkynyl • Borane+Li-R}{%[Li/H → Li-Alkynyl • Metalate rearrangement (B) •
Reagents: PhLi • PPh3, Br2 • Alkyl-B • BuLi(n) • CuI • P(OEt)3 • MeI • HMPA (solvent) • Alkynyl-BR2 • CuOTf • PPh3

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