PROPELLANES-LIII THE -ENE REACTION OF OLEFINIC PROPELLANES WITH SINGLET OXYGEN

Article abstract of DOI:10.1016/S0040-4020(01)97727-0

The -ene reactions of propellanes containing an anhydride ring or a methylimide ring undergo secondary orbital control.In attack by ¹O₂ only the syn-products are obtained.In the corresponding lactone or ether steric hindrance plays a more important role in the direction of attack.