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Elsevier, Tetrahedron, 25(69), p. 5173-5177, 2013

DOI: 10.1016/j.tet.2013.04.054

Wiley-VCH Verlag, ChemInform, 45(44), p. no-no, 2013

DOI: 10.1002/chin.201345128

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An efficient method of synthesis of isoxazolidine-fused β-lactams via base-promoted cyclization–ring opening of carbamoyl-spirocyclopropane isoxazolidines

Journal article published in 2013 by Tung Q. Tran, Ruslan S. Savinkov, Vyacheslav V. Diev, Galina L. Starova ORCID, Alexander P. Molchanov
This paper is available in a repository.
This paper is available in a repository.

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Abstract

1,3-Dipolar cycloadditions of dialkyl-substituted 2-benzylidenecyclopropane-1,1-dicarboxylates and a number of C-carbamoyl nitrones proceed with high efficiency and selectivity with the formation of single isomeric spiro[cyclopropane-1,4-isoxazolidine] cycloadduct. Obtained cycloadducts easily undergo cyclopropyl ring opening–cyclization to form new β-lactams fused with isoxazolidine ring in high yields.