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A new three-component one pot reaction of trinitromethane, epoxides and alkenes via dinitronitronates: synthesis of highly functionalized 3,3-dinitroisoxazolidines
Authors:Yuliya A. Volkova  Ekaterina M. Budynina  Tamara S. Kuznetsova  Nikolai S. Zefirov
Affiliation:a Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory, 1-3, Moscow 119992, Russia
b IPhaC RAS, Severnyi Proezd, 1, Chernogolovka, Moscow Region 142432, Russia
Abstract: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.
Keywords:Trinitromethane   Epoxides   Nitronates   [3+2]-Cycloaddition   Isoxazolidines
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