The Ozone and Hydroperoxide Teamwork: Synthesis of Unsymmetrical Geminal Bisperoxides from Alkenes

Alkene ozonolysis is mostly known as a textbook reaction,resultingin carbonyl compounds. The combination of ozone and hydroperoxidewas found to lead to the construction of more oxygen-rich compounds,unsymmetrical geminal bisperoxides, avoiding as well further oxidationwith ozone, hydroperoxide, and oxygen as peroxide rearrangements.The discovered three-component synthesis provided alkylperoxy hydroperoxidesin 41-63% yield from alkenes.