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Total synthesis of Perillene:
Reference: Kondo, K.; Matsumoto, M. Tetrahedron Lett.. 1976, 391. DOI
Keywords: Allyl-X → Allyl-H • Singlet oxygen+Diene • Li-Allyl+Alkyl-X • Alkyl-X+Li-R • Allyl-SR → Allyl-H • Allyl-SR → Allyl-H • Furan synthesis • Singlet oxygen+Alkene • CompOx-Alkene/Diene+1ΔO2 • Allylic oxidation → Allyl-OH • Allyl-OH → Allyl-Cl • Li/H → Li-Allyl-X •
Reagents: O2 (singlet) • S=C(NH2)2 • O2 (singlet) • LiOtBu • SOCl2 • Allyl-Cl • Allyl-Li • BuLi(n), HMPA • Li°/NH3 • AlH4-Li+ • Allyl-Li • Li°/NH3 • Rose Bengal • BuLi(n), HMPA •

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