Total synthesis of Seychellene (Fukamiya):
| Reference: | Fukamiya, N.; Kato, M.; Yoshikoshi, A. Chem. Commun. 1971, 1120 DOI |
| Reactions: | 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, Ene • Bicyclo(222) • Cyclohexane • Allyl-X → Allyl-H • Amine → AmineOxide • Li-Me+Ketone • Ketone+Li-Alkyl • Dehydration → Ene • Ketone → C=CH2 • |
| Reagents: | NH3 • CrCl2 • TsOH • NHMe2 • H2O2 • H2, cat • Me-Li • SOCl2 • NBS • |