On the Alkaline Degradation of 2-Furfurylidene-10-methyl-trans-1-decalone

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Abstract
The reaction of 2-furfurylidene-10-methyl-trans-1-decalone with base (NaOH – aqueous HOCH2CH2OH) has been reinvestigated and found to give nine products. Elucidation of the structures of eight of these products, which accounted for ca. 80% of the process, was accomplished from their spectroscopic data and confirmed by chemical interconversions. The product mixture obtained shows that the reaction involves competition between the retroaldol process and various hydride reductions with some allylic isomerization.

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