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Isomerization of 3-unsubstituted 4,5-dihydroisoxazoles over alumina. A new synthesis of β-hydroxy nitriles

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Abstract

3-Unsubstituted 4,5-dihydroisoxazoles obtained by nitrosation of arylcyclopropanes are capable of undergoing efficient isomerization into 3-aryl-3-hydroxypropanenitriles during chromatography on alumina.

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Authors and Affiliations

  1. Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991, Russia

    S. S. Mochalov, A. N. Fedotov, E. V. Trofimova & N. S. Zefirov

  2. Khetagurov North Ossetian State University, ul. Vatutina 44–46, Vladikavkaz, 362025, Russia

    R. A. Gazzaeva

Authors
  1. S. S. Mochalov
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  2. A. N. Fedotov
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  3. E. V. Trofimova
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  4. R. A. Gazzaeva
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  5. N. S. Zefirov
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Corresponding author

Correspondence to A. N. Fedotov.

Additional information

Original Russian Text © S.S. Mochalov, A.N. Fedotov, E.V. Trofimova, R.A. Gazzaeva, N.S. Zefirov, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 3, pp. 417–423.

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Mochalov, S.S., Fedotov, A.N., Trofimova, E.V. et al. Isomerization of 3-unsubstituted 4,5-dihydroisoxazoles over alumina. A new synthesis of β-hydroxy nitriles. Russ J Org Chem 52, 397–403 (2016). https://doi.org/10.1134/S1070428016030179

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  • DOI: https://doi.org/10.1134/S1070428016030179

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