Total Syntheses

Reaction scheme for total synthesis of the natural product Allethrolone (Kawamoto)
Total synthesis of Allethrolone (Kawamoto):
Reference:Kawamoto, I.; Muramatsu, S.; Yura, Y. Synth. Comm. 1975, 5, 185. DOI
Reactions:Ketone enolate+EnePhosphonium • ConjAdd-Olefination • Li-Allyl+Ketone • Enone+Li-R • Wittig-alkyl+Ketone • Cyclopentenone • Wittig (intram) • Allyl-OR isomerization • Ketal(thio) → Ketone •
Reagents:LiNiPr2 • EnePhosphonium • Allyl-OH • H2SO4 • HgCl2 • Allyl-Li •