Total synthesis of Isopetasol (Bohlmann):
| Reference: | Bohlmann, F.; Otto, W. Ann. Chem. 1982, 186 |
| Reactions: | Ketone → EnolSilane • Cu-Me+Enone-β-X • ConjAdd-Elimination • Enone-β-X+Cu-R • ConjAdd Cu-Me • Enone enolate+CS2 • Robinson annulation, Stork • Ketone enolate+Enone • Cyclohexenone • Bicyclo(440) • Ketone → Alkyl-OH • CompRed-Ketone/Enone+M-H • Ketone → Ketal • Ketal → Ketone • CarboxAcid(dithio) → Ketene acetal(thio) • EnolSilane → Ketone enolate • |
| Reagents: | NaH • SiMe3-Cl • LiNiPr2 • CS2 • MeI • Me-Cuprate • BH4-Na+ • Glycol • Me-Li • Vinyl-SiR3 • Methyl vinyl ketone • |