Studies on Tetrahydroisoquinolines. VII. Synthesis of Homoaporphine via a p-Quinol Acetate ; Total Synthesis of (±)-Kreysigine

抄録

Acid treatment (conc. H₂SO₄-Ac₂O) of a p-quinol acetate (VIII) derived from phenolic (±)-1-phenethylisoquinoline (III) by means of Pb (OAc)₄ oxidation was found to afford readily (±)-O-acetylhomoaporphine (I). consequently, synthesis of (±)-kreysigine (II) was accomplished via the corresponding p-quinol acetate (XV).