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New chiral 1,4,2-oxazaphosphorinanes bearing a free hydroxy group

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Abstract

New chiral 3-aryl-2-hydroxy-2-oxo-5-R-1,4,2-oxazaphosphorinanes were obtained by a three-step one-pot synthesis, which included the preparation of imines from enantiopure (2R)-2-aminoalkan-1-ols, their phosphonylation and subsequent dealkylation of the P(O)OEt-fragment. The major diastereomers of the compounds obtained were found to have the (3R,5R)-configuration.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    R. G. Zinnatullin, K. A. Nikitina, E. K. Badeeva & K. E. Metlushka

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  1. R. G. Zinnatullin
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  2. K. A. Nikitina
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  3. E. K. Badeeva
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  4. K. E. Metlushka
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Corresponding author

Correspondence to K. E. Metlushka.

Additional information

Based on the materials of the II Scientific Conference “Dynamic Processes in the Chemistry of Organoelement Compounds” (November 11–13, 2020, Kazan, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1383–1387, July, 2021.

The authors gratefully acknowledge the Spectral-Analytical Center of Shared Facilities for Study of Structure, Composition and Properties of Substances and Materials of Federal Research Center of Kazan Scientific Center of the Russian Academy of Sciences for providing necessary facilities to carry out this work.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

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Zinnatullin, R.G., Nikitina, K.A., Badeeva, E.K. et al. New chiral 1,4,2-oxazaphosphorinanes bearing a free hydroxy group. Russ Chem Bull 70, 1383–1387 (2021). https://doi.org/10.1007/s11172-021-3227-y

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  • DOI: https://doi.org/10.1007/s11172-021-3227-y

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