ENANTIOMER SEPARATION OF ALPHA-CAMPHOLENE AND FENCHOLENE DERIVATIVES BY CAPILLARY GAS-CHROMATOGRAPHY ON PERMETHYLATED CYCLODEXTRIN PHASES .2. COMPOUNDS SEPARABLE WITH COUPLED TECHNIQUES

Odoriferous substances, such as sandal and woody notes of the alpha-ca mpholene and fencholene type with two and more stereogenic centres, we re analyzed by capillary gas chromatography on permethylated cyclodext rins dissolved in polysiloxanes. From enantiomer-enriched alpha-pinene compounds, received as non-racemic mixtures, the theoretically possib le number of stereoisomers were determined after the introduction of a dditional stereogenic centres. The derivatives with two stereogenic ce ntres were separated on single columns. In the case of substances with three stereogenic centres a serial coupling of non-chiral and chiral columns partially connected with a mass selective detector was necessa ry for the separation and reliable identification. For optimizing the selectivity of the serially coupled system the principle of selectivit y tuning was used. This discussion also deals with the retention behav iour and the factors influencing the enantiomer separation of the alph a-campholene and fencholene compounds.