Abstract
The behavior of epoxides of linalool and cis-nerolidyl acetate was comparatively investigated in acids of various strength with the goal of establishing the effect of the structure of the initial compound and the medium character on the main direction of cationoid rearrangement. Linalool epoxides undergo cyclization of solid acid catalysts affording oxygen-containing heterocyclic compounds whereas the nerolidyl acetate epoxides yield the ketones originating from the opening of the epoxy ring followed by 1,2-hydride shift. 10,11-Epoxy derivative of cis-nerolidyl acetate affords 7-oxanorbornane as a minor product.
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