1965 年 85 巻 8 号 p. 699-702
Hydrogenation of nerinine by Adams' catalyst in glacial acetic acid gave α-deoxydihydronerinine, C19H27O4N, m.p. 73-74°, [α]D24-8.71° (ethanol) and β-deoxydihydronerinine, C19H27O4N, m.p. 56-57°, [α]D24+10.45° (ethanol), as a result of hydrogenolysis of the benzylic hydroxyl group and saturation of the double bond in the molecule.
Demethoxylation of α- and β-deoxydihydronerinine took place on treatment with powdered sodium and isoamyl alcohol in xylene, giving α- and β-deoxydihydrolycorenine, respectively.
Based on these results, the absolute configuration of nerinine was elucidated completely.