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Kondo M, Kobayashi N, Hatanaka T, et al. Catalytic Enantioselective Reaction of α-Phenylthioacetonitriles with Imines Using Chiral Bis(imidazoline)-Palladium Catalysts. Chemistry. 2015;21(25):9066-70doi: 10.1002/chem.201501351.
Kondo, M., Kobayashi, N., Hatanaka, T., Funahashi, Y., & Nakamura, S. (2015). Catalytic Enantioselective Reaction of α-Phenylthioacetonitriles with Imines Using Chiral Bis(imidazoline)-Palladium Catalysts. Chemistry (Weinheim an der Bergstrasse, Germany), 21(25), 9066-70. https://doi.org/10.1002/chem.201501351
Kondo, Masaru, et al. "Catalytic Enantioselective Reaction of α-Phenylthioacetonitriles with Imines Using Chiral Bis(imidazoline)-Palladium Catalysts." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,25 (2015): 9066-70. doi: https://doi.org/10.1002/chem.201501351
Kondo M, Kobayashi N, Hatanaka T, Funahashi Y, Nakamura S. Catalytic Enantioselective Reaction of α-Phenylthioacetonitriles with Imines Using Chiral Bis(imidazoline)-Palladium Catalysts. Chemistry. 2015 Jun 15;21(25):9066-70. doi: 10.1002/chem.201501351. Epub 2015 May 12. PMID: 25965425.
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Chemistry. 2015 Jun 15;21(25):9066-70. doi: 10.1002/chem.201501351. Epub 2015 May 12.

Catalytic Enantioselective Reaction of α-Phenylthioacetonitriles with Imines Using Chiral Bis(imidazoline)-Palladium Catalysts.

Chemistry (Weinheim an der Bergstrasse, Germany)

Masaru Kondo, Natsumi Kobayashi, Tsubasa Hatanaka, Yasuhiro Funahashi, Shuichi Nakamura

Affiliations

  1. Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81)?52-735-5245.
  2. Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043 (Japan).
  3. Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81)?52-735-5245. [email protected].

PMID: 25965425 DOI: 10.1002/chem.201501351

Abstract

The catalytic enantioselective reaction of α-phenylthioacetonitriles with imines has been developed. The reaction of various imines proceeds in good yields and diastereo- and enantioselectivities in the presence of chiral bis(imidazoline)-palladium catalysts. The obtained products can be converted into β-aminonitrile or β-aminoamide compounds without loss of enantiopurity.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: asymmetric catalysis; imidazoline; nitriles; palladium; pincer-type complexes

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