Abstract

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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