Geometrically Biased Homoconjugated Ketones. Synthetic Avenues to 1-Acyl-2,4-cyclohexadienes

Article abstract of DOI:10.1021/jo00139a018

Synthetic approaches to a series of open (1), fused (2), and spiroannelated (3) 2,4-cyclohexadien-1-yl ketones, which differ in the geometrical juxtaposition of the homoconjugated chromophores, have been worked out.A series of prototropic rearrangements was found to occur, establishing an equilibrium between 28-30.