Total synthesis of Estrone, Homo:
| Reference: | Danishefsky, S.; Cain, P.; Nagel, A. J. Am. Chem. Soc. 1975, 97, 380-387. DOI |
| Reactions: | Ketal → Ketone • Ketone → Ketal • ConjAdd Enolate • Enone enolate+VinylPyridine • Ketone → Alkyl-OH • CompRed-Ketone/Enone+M-H • Hydrogenation Enone • Birch reduction • Aldol-Acid → Enone • Aldol-Acid → Enone • Bicyclo(440) • Jones oxidation • Alkyl-OH → Ketone • Benzene synthesis • |
| Reagents: | Wieland-Miescher • KOtAm • BH4-Na+ • Glycol • TsOH • H2, Pd • CrO3, H2SO4 (Jones) • TsOH • Acetic anhydride • |