アルカミン類の研究 (第4報)
(-)-Ephedrine並びに (+)-ψ-Ephedriheの立体化学
1952 年 72 巻 7 号 p. 951-956
詳細
1952 年 72 巻 7 号 p. 951-956
It was assumed that the monochloro compound (II), m. p. 201-202°, obtained by the respective application of thionyl chloride to L(-)-ephedrine and L(+)-ψ-ephedrine was the threo compound, and the mechanism of the ethylenimine cyclization and its cleavage are discussed. It was considered essential that the reaction which yielded N-acetyl L-ephedrine by the acetylation and saponification of this monochloro compound had to pass through an oxazolidinium compound. An advantageous rearrangement process whereby L (+)-ψ-ephedrine or a mixture of L(+)-ψ-ephedrine and L(-)-ephedrine was led to L(-)-ephedrine has been described.
