A caveat concerning anionic oxy-cope rearrangements within bicyclo[2.2.2]octenyl frameworks

Abstract

Compounds (10), (15) and (16) all react with potassium hydride at 0°C to give, via retro-Diels-Alder reaction, 1-methylnaphthalene (12) in 60-67% yield. No evidence could be obtained for the formation of a product derived from the anionic oxy-Cope rearrangement of substrate (16).