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Total synthesis of Dehydrofukinone:
Reference: Reich, H. J.; Eisenhart, E. K.; Olson, R. E.; Kelly, M. J. J. Am. Chem. Soc. 1986, 108, 7791. DOI
Keywords: EnolSilane → Ketone enolate • EnolSilane → Ketone-α-SeR • Selenoxide-Ei → Enone • Ketone → Enone • Nozaki-Takai → Ene • Ketone → C=CH2 • Brook elimination • Silyl ketone Brook • Li-Sulfone+Ketone • Brook elimination • Silyl ketone Brook • Diels-Alder, Intram • Hydrogenation alkene • Diimide+Alkene • CompRed-Alkene/Enone+Diimide • Mechanism • CompE+-EnolSi/EnolSi+Li-R • Li/I → Li-Vinyl •
Reagents: MeLi • AlEt2-Cl • CH2Br2, Zn°, TiCl4 • SePh-Cl • Perbenzoic acid, 3-chloro • NHEt2 • Diimide • Hydrazine • Rh(PPh3)3Cl • LiCHR-Sulfonyl • LiNiPr2 • Silyl ketone • Vinyl-Li • BuLi(n) • Silyl ketone •

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