A new three-component one pot reaction of trinitromethane, epoxides and alkenes via dinitronitronates: synthesis of highly functionalized 3,3-dinitroisoxazolidines |
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Authors: | Yuliya A. Volkova Ekaterina M. Budynina Tamara S. Kuznetsova Nikolai S. Zefirov |
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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 |
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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. |
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Keywords: | Trinitromethane Epoxides Nitronates [3+2]-Cycloaddition Isoxazolidines |
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