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Phosphorodiamidite derivatives of 1,1′-bi-2-naphthol containing stereogenic phosphorus atoms as ligands in enantioselective catalysis

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Abstract

P*-Mono- and P*,P*-bidentate phosphorodiamidites containing the (S a )-1,1′-binaphthyl core and 1,3,2-diazaphospholidine rings were synthesized. The use of these compounds in the rhodium-catalyzed asymmetric hydrogenation, as well as in the palladium- and platinum-catalyzed asymmetric alkylation and amination, resulted in the formation of the products with ee of up to 99%.

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Authors and Affiliations

  1. S. A. Esenin Ryazan State Pedagogic University, 46 ul. Svobody, 390000, Ryazan, Russian Federation

    K. N. Gavrilov, E. A. Rastorguev, N. N. Groshkin, S. V. Zheglov, A. A. Shiryaev & M. G. Maksimova

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    A. S. Safronov, P. V. Petrovskii & V. A. Davankov

  3. Max-Planck-Institute For Coal Research, 1 Kaiser-Wilhelm-Platz, 45470, Mülheim an der Ruhr, Germany

    M. T. Reetz

Authors
  1. K. N. Gavrilov
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  2. A. S. Safronov
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  3. E. A. Rastorguev
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  4. N. N. Groshkin
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  5. S. V. Zheglov
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  6. A. A. Shiryaev
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  7. M. G. Maksimova
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  8. P. V. Petrovskii
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  9. V. A. Davankov
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  10. M. T. Reetz
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Correspondence to K. N. Gavrilov.

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Max-Planck-Institut für Kohlenforschung, 1 Kaiser-Wilhelm-Platz, 45470 Mülheim an der Ruhr, Germany.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 425–430, February, 2010.

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Gavrilov, K.N., Safronov, A.S., Rastorguev, E.A. et al. Phosphorodiamidite derivatives of 1,1′-bi-2-naphthol containing stereogenic phosphorus atoms as ligands in enantioselective catalysis. Russ Chem Bull 59, 434–440 (2010). https://doi.org/10.1007/s11172-010-0097-0

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  • DOI: https://doi.org/10.1007/s11172-010-0097-0

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