Abstract
The thermal decomposition of linalool oxide fueanoid 1 and linalool oxide furanoid acetate 2 in the presence of synthetic zeolites (3 A, 4 A, 5 A, and 13 X) was investigated. With zeolite 3 A at 300°C, karahanaenone 5 was synthesized with selectivity (highest yield obtained, 61%) from 2. Five alcohols were synthesized by the Grignard reaction from ketone 5 with C1_??_C4 alkyl bromides. Acetylation of these alcohols by treatment with acetic anhydride gave the corresponding acetate derivatives. The odor of these compounds was evaluated, methyl, ethyl, and propyl alcohol derivatives had odors that would qualify them for use as flavor materials.
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