Stereoselective oxygenation of 2,3-diaryloxiranes by irradiation of electron donor–acceptor complexes of tetracyanoethylene
Abstract
On irradiation of the electron donor–acceptor complexes of 2,3-diaryloxiranes with tetracyanoethylene (TCNE) in the presence of oxygen, cis-trioxolanes are formed stereoselectively; a nonstereoselective [3 + 2]cycloaddition with TCNE competes with trioxolane formation.