N-functionalization of dihydrocarvone: Obtaining aminocyclohexane derivatives and their spectrometric study

摘要

The easy N-functionalization of dihydrocarvone was achieved through the preparation of its imine derivatives. Secondary amines were obtained by the reduction and allylation of ketimines derived from dihydrocarvone. It was established that these amines represent mixtures of four stereoisomers which were analyzed by capillary gas chromatographic-mass spectrometry (GC-MS) (EI, 70 eV). Total energy and heat of formation for diastereoisomeric amines were calculated using AM1 and PM3 semi-empiric methods.