π^4s + π^2s Cycloaddition: Synthesis and OXA-DI-π-Methane Rearrangement of Annulated Bicyclo (2.2.2) Octenones

Abstract

A simple one step synthesis of tricyclo (2.2.2.0^2,6) tetradecadienones and 5-spiro tricyclo (2.2.2.0^2,6) undecadienone by trapping of 2,4-cyclohexa-dienone with various dienophiles followed by photochemical oxa-di-π-methane rearrangement of the resulting adducts to polyquinanes is described.