image

Total synthesis of Seychellene (Fukamiya):
Reference: Fukamiya, N.; Kato, M.; Yoshikoshi, A. Chem. Commun. 1971, 1120 DOI
Keywords: Enone enolate+Alkyl-X • Deconjugative alkylation • Alkyl-X+Enolate • Allylic oxidation → Allyl-Br • Wohl-Ziegler bromination • Alkene isomerization • N-H → N-Alkyl • Cope elimination • Diels-Alder, Intram • Bicyclo(222) • Cyclohexane • Allyl-X → Allyl-H • Amine → AmineOxide • Li-Me+Ketone • Ketone+Li-Alkyl • Dehydration → Ene •
Reagents: NH3 • CrCl2 • TsOH • NHMe2 • H2O2 • H2, cat • MeLi • SOCl2 • NBS •

Syntheses Home