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Unusual course of “enolate-imine” condensation in approach to β-lactams

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Abstract

In reaction of methyl (Е)-3-(methoxycarbonyl)methylimino-2,2-dimethylpropanoate with enolate of ethyl 3-hydroxybutanoate an abnormal reaction product was isolated, 2-methyl 4-ethyl-(2S*,3S*,4S*,5S*)-3-methyl-5-(2-methyl-1-methoxy-1-oxopropan-2-yl)pyrrolidine-2,4-dicarboxylate.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Russia

    Z. R. Valiullina, F. A. Gimalova, L. V. Spirikhin & M. S. Miftakhov

Authors
  1. Z. R. Valiullina
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  2. F. A. Gimalova
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  3. L. V. Spirikhin
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  4. M. S. Miftakhov
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Corresponding author

Correspondence to M. S. Miftakhov.

Additional information

Original Russian Text © Z.R. Valiullina, F.A. Gimalova, L.V. Spirikhin, M.S. Miftakhov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 5, pp. 772–773.

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Valiullina, Z.R., Gimalova, F.A., Spirikhin, L.V. et al. Unusual course of “enolate-imine” condensation in approach to β-lactams. Russ J Org Chem 53, 787–789 (2017). https://doi.org/10.1134/S1070428017050220

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  • DOI: https://doi.org/10.1134/S1070428017050220

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