Abstract
The enantioselective analysis and the biogenesis of rose oxide, rose oxide ketone, nerol oxide, furanoid linalooloxide, pyranoid linalooloxide, dill ether, linden ether, menthofuran, and 3,6-dimethylcoumaran is reviewed. All these compounds are important chiral cyclic monoterpenoid ethers and can be analyzed enantioselectively using modified cyclodextrins as chiral stationary phases in capillary gas chromatography (cGC). The evaluation of the enantiomeric ratios of these compounds can be used in the authenticity control of flavors and fragrances. Moreover, the enantioselective cGC is also an efficient tool in elucidating the biogenesis of these compounds. Biomimetic studies as well as in vivo feeding experiments using stable isotope labelling have shown that polyhydroxylated or epoxidated monoterpenes are direct precursors of these cyclic ethers.
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