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Paper | Regular issue | Vol 26, No. 9, 1987, pp.2411-2417
Published online, 1st January, 1970
DOI: 10.3987/R-1987-09-2411
A Derivative of Azepine and Its Application as a Specific Optical Resolution Agent

Franco Fernández and Cristina Pérez

*Departamento de Química Orgánica , Facultad de Farmacia, Universidad de Santiago de Compostela, E-15706, Santiago de Compostela, Spain

Abstract

The synthesis o f (-)-(2S,trans)-perhydro-2-isopropyl-5-methylazepln-1-amine (I) and its use as a specific optical resolution agent of ketones is described. A method for the resolution of ketones and its application to three ketones is described. This method also involves the synthesis and separation of the pairs of hydrazones diastereomers followed by removal of hydrazines by hydrolysis to give the individual enantiomers of II, III and IV with high chiral purities.