Cleavage of β-Ketoesters Via Iminyl Radicals-Application in the Synthesis of a Spirolactone

Abstract

Reaction of Oximebenzoates of several β-ketoesters with tributyltin hydride show β-cleavage via an iminyl radical and application of this results in the synthesis of a spirolactone.

Notes

Beckwith has reported an intramolecular addition followed by β-scission of the iminyl radical thus generated in situ. Our method involves specific generation of iminyl radical and its chemistry.