Gyrinidal synthesis

Oxidation reactions of this nature are common in the literature.For example, selenium dioxide in refluxing ethanolic solution brought about the allylic oxidative rearrangement of geranyl acetate, which was further functionalized in a synthesis of the norsesquiterpenoid gyrinidal (equation 46). This transformation was also used in a tot synthesis of phytol. Similarly, an a,p-unsaturated aldehyde was obtained under similar conditions in studies of a synthesis of pentalenic acid derivatives (equation 47). ... 

AllyUc oxidation. The reaction was used by Meinwald and co-workers in the first step of a synthesis of gyrinidal (9), a norsesquiterpenoid from gyrinid beetles, from geranyl acetate (5). 

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