Diene Condensation of Polychlorocyclic Dienes with Dienophiles of Allylacetylene Series

Diene condensations of hexachlorocyclopentadiene and 5,5-dimethoxytetrachlorocyclopentadiene were carried out with dienophiles of allylacetylene series. The reaction was demonstrated to proceed stereospecifically yielding adducts of the endo-configuration. The reactivity of functionalized allylacetylene compounds in the diene synthesis with hexachlorocyclopentadiene was studied, and the reaction was established to occur by the type of a “neutral” diene synthesis. It was established that the Faworsky decomposition of polychlorobicyclic alcohols containing in the side chain a triple bond adjacent to a methylene group occurred with acetylene-allene isomerization.