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[(1S)-endo]-(−)-borneol-tethered oxazoline phosphite as a P,N-bidentate ligand in palladium-catalyzed enantioselective allylic amination

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Abstract

P,N-Bidentate oxazoline phosphite containing an acyclic phosphorus center with [(1S)-endo]-(−)-borneol fragments and its palladium chelate complex [Pd(η-C3H5)(η2-P,N)]BF4 were synthesized for the first time. The use of this new ligand in Pd-catalyzed asymmetric amination of 1,3-diphenylpropenyl acetate with pyrrolidine afforded the product with 86% ee.

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Authors and Affiliations

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

    E. B. Benetsky, P. V. Petrovskii & V. A. Davankov

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

    A. S. Safronov, T. B. Grishina & K. N. Gavrilov

Authors
  1. E. B. Benetsky
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  2. A. S. Safronov
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  3. T. B. Grishina
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  4. P. V. Petrovskii
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  5. V. A. Davankov
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  6. K. N. Gavrilov
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Corresponding author

Correspondence to E. B. Benetsky.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2106–2108, December, 2006.

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Benetsky, E.B., Safronov, A.S., Grishina, T.B. et al. [(1S)-endo]-(−)-borneol-tethered oxazoline phosphite as a P,N-bidentate ligand in palladium-catalyzed enantioselective allylic amination. Russ Chem Bull 55, 2187–2189 (2006). https://doi.org/10.1007/s11172-006-0571-x

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  • DOI: https://doi.org/10.1007/s11172-006-0571-x

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