The gas chromatographic separation of the 1‐ p ‐menthene‐8‐thiol enantiomers has been achieved using heptakis(2,3‐di‐ O ‐methyl‐6‐ O ‐TBDMS)‐β‐cyclodextrin as the chiral stationary phase in enantioselective gas chromatography. The sensory evaluation of the pure enantiomers has been realized by enantioselective gas chromatography‐olfactometry. ( R )‐1‐ p ‐menthene‐8‐thiol was found to be of formative influence on the natural odour of grapefuit whilst the odour of the ( S )‐enantiomer was weak and non‐specific.
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Lehmann et al. (1995) studied this question.
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