Asymmetric Synthesis by Using the Chirality of l-Ephedrine. III. Reaction of N-(Arylmethylideneamino) ephedrine with Benzylmagnesium Chloride and Phenyllithium
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概要
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Reaction of N-(benzylideneamino) ephedrine (II) with benzylmagnesium chloride gave N-(1,2-dimethylethylamino) ephedrine (a mixture of III and IV). On the other hand, reaction of N-[(2-phenylethylidene) amino] ephedrine (VII) with phenyllithium gave IV. Hydrogenolysis of these products gave 1,2-diphenylethylamine with 40% (S) and 91% (R) optical purity, respectively, and l-ephedrine used as a chiral auxiliary reagent was recovered. Reactions of N-(arylmethylideneamino) ephedrines (VIII and IX) with benzylmagnesium chloride gave chiral hydrazines (X and XI), and reactions with phenyllithium gave XII and XIII.
- 公益社団法人日本薬学会の論文
- 1982-03-25
著者
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高橋 浩
Faculty Of Pharmaceutical Science Hoshi University
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高橋 浩
Hoshi Institute of Pharmaceutical Sciences
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稲垣 英和
Hoshi Institute of Pharmaceutical Sciences
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