Natural acetylenes. Part XXVI. Transformations of phenyl-polyacetylenes in the tubers of Dahlia hybrids

Abstract

The hydrocarbon trans-Ph·[CC]₂·CHCHMe (tritium-labelled in the benzene ring) was inserted into the tuberous roots of two Dahlia hybrids and found to be converted into the ω-alcohol trans-Ph·[CC]₂·CHCH·CH₂·OH, the threo-diol Ph·[CC]₂·CH(OH)·CHMe·OH, and the threo-triol Ph·[CC]₂·CH(OH)·CH(OH)·CH₂·OH, but not into the hydrocarbon Ph·[CC]₃·Me. The diol and triol had not previously been recognised as natural products.