The photochemical synthesis of potential pyrethroid components by the aza-di-π-methane rearrangement of β,γ-unsaturated oxime acetates.

Abstract

The syntheses and photochemical reactions of oxime acetates of ethyl 4,4-dimethyl-5-oxopent-2-enoate and ethyl 2,4,4-trimethyl-5-oxo-2-enoate are described. The former compound undergoes EZ of the CC bond while the latter rearranges by the aza-di-π-methane reaction to afford a cyclopropane derivative.