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Reactions of Allenylphosphonates with 2-Aminoethanol and Amines

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Abstract

Dialkyl 3-methyl-1,2-butadienylphosphonates take up 2-aminoethanol, butylamine, diethylamine, and morpholine in such a way that the amino nitrogen atom adds at the central carbon of the allene triad. The reactions with primary amines lead to the corresponding 1-phosphoryl-2-amino-1-butenes and isomeric 1-phosphoryl-2-iminobutanes, while secondary amines give rise to 1,2- and 2,3-enamines.

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Authors and Affiliations

  1. Kazan State University, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008, Russia

    N. G. Khusainova, O. A. Mostovaya, E. A. Berdnikov & R. A. Cherkasov

  2. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, Tatarstan, 420008, Russia

    I. A. Litvinov & D. B. Krivolapov

Authors
  1. N. G. Khusainova
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  2. O. A. Mostovaya
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  3. E. A. Berdnikov
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  4. I. A. Litvinov
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  5. D. B. Krivolapov
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  6. R. A. Cherkasov
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Dedicated to Full Member of the Russian Academy of Sciences N.S. Zefirov on His 70th Anniversary

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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 9, 2005, pp. 1287–1291.

Original Russian Text Copyright © 2005 by Khusainova, Mostovaya, Berdnikov, Litvinov, Krivolapov, Cherkasov.

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Khusainova, N.G., Mostovaya, O.A., Berdnikov, E.A. et al. Reactions of Allenylphosphonates with 2-Aminoethanol and Amines. Russ J Org Chem 41, 1260–1264 (2005). https://doi.org/10.1007/s11178-005-0332-6

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  • DOI: https://doi.org/10.1007/s11178-005-0332-6

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