By feeding experiments with labeled [1,1- 2 H 2, 18 O]citronellol, it could be shown that Pelargonium graveolens is able to convert the fed precursor into cis -/ trans -rose oxide. The labeling pattern and diastereomeric ratio of the resulting cis -/ trans -rose oxides are in agreement with a mechanism which includes the enzymatic oxidation of citronellol in the allylic position and subsequent cyclization of the resulting diol to cis -/ trans -rose oxide with retention of the oxygen of [1,1- 2 H 2, 18 O]citronellol.
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Wüst et al. (1998) studied this question.
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