Amines, Amine N-Oxides, Oximes, and Amino Acid Esters

Amines, Amine N-Oxides, Oximes, and Amino Acid Esters 

Enantiomers of amine N-oxides (9a-e) were efficiently separated by complexation with (R)-(4-)-2,2 -dihydroxy-l,r-binaphthyl (10b). In this case, both enantiomers of 9 were obtained in an optically pure form [8]. For example, when a solution 

Enantiomeric separation of two oximes of 4-methyl-l-(hydroxyimino)cyclohexa-ne (11) and cis-3,5-dimethyl-l-(hydroxyimino)cyclohexane (12) was accomplished by complexation with 8 [9]. Complexation of 8 and rac-11 gave a 1 1 complex of 8 and (-i-)-ll as colorless needles. Treatment of the complex with alkylamine gave an 

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