Total synthesis of Maaliol New:
| Reference: | Bates, R. B.; Büchi, G.; Matsuura, T.; Shaffer, R. R. J. Am. Chem. Soc. 1960, 82, 2327-2337. DOI |
| Reactions: | Alkene → Alkyl-Br • Cyclopropane • Bicyclo(410) • Wolff-Kishner • Enone → Ene • Allylic oxidation → Enal • Wolff-Kishner • Enal → Ene • Alkene → Diol-1,2 • O-H → O-SO2Ar • Alkyl-X → Alkyl-H • Enone enolate+Alkyl-X (3°) • Alkyl-X+Enolate (intram) • |
| Reagents: | HBr • Hydroxide, potassium • Hydrazine • Hydroxide, potassium • SeO2 • Hydrazine • Hydroxide, potassium • OsO4 • Pyridine • TsCl, Py • AlH4-Li+ • |