A new three-component one pot reaction of trinitromethane, epoxides and alkenes via dinitronitronates: synthesis of highly functionalized 3,3-dinitroisoxazolidines

A novel approach to acyclic alkyldinitronitronates using nucleophilic opening of epoxides with the trinitromethyl anion is presented. The scope and limitations of this synthetic procedure are presented. A series of highly functionalized 3,3-dinitroisoxazolidines were synthesized as mixtures of diastereomers.