Regioselectivity in the ene reaction of singlet oxygen with alkenes bearing an electron withdrawing group at β-position

Article abstract of DOI:10.1016/S0040-4039(96)02469-0

Electronic repulsions between a perepoxide intermediate and the allylic functionality in the product forming transition state, direct the regioselectivity in the photooxygenation of trisubstituted alkenes bearing an electron withdrawing group at β-position.