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Yu J, Jiang HJ, Zhou Y, et al. Sodium salts of anionic chiral cobalt(III) complexes as catalysts of the enantioselective Povarov reaction. Angew Chem Int Ed Engl. 2015;54(38):11209-13doi: 10.1002/anie.201504790.
Yu, J., Jiang, H. J., Zhou, Y., Luo, S. W., & Gong, L. Z. (2015). Sodium salts of anionic chiral cobalt(III) complexes as catalysts of the enantioselective Povarov reaction. Angewandte Chemie (International ed. in English), 54(38), 11209-13. https://doi.org/10.1002/anie.201504790
Yu, Jie, et al. "Sodium salts of anionic chiral cobalt(III) complexes as catalysts of the enantioselective Povarov reaction." Angewandte Chemie (International ed. in English) vol. 54,38 (2015): 11209-13. doi: https://doi.org/10.1002/anie.201504790
Yu J, Jiang HJ, Zhou Y, Luo SW, Gong LZ. Sodium salts of anionic chiral cobalt(III) complexes as catalysts of the enantioselective Povarov reaction. Angew Chem Int Ed Engl. 2015 Sep 14;54(38):11209-13. doi: 10.1002/anie.201504790. Epub 2015 Jul 31. PMID: 26230676.
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Angew Chem Int Ed Engl. 2015 Sep 14;54(38):11209-13. doi: 10.1002/anie.201504790. Epub 2015 Jul 31.

Sodium salts of anionic chiral cobalt(III) complexes as catalysts of the enantioselective Povarov reaction.

Angewandte Chemie (International ed. in English)

Jie Yu, Hua-Jie Jiang, Ya Zhou, Shi-Wei Luo, Liu-Zhu Gong

Affiliations

  1. Department of Applied Chemistry, Anhui Agricultural University (China).
  2. Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China (China).
  3. Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China (China). [email protected].
  4. Collaborative Innovation Centre of Chemical Science and Engineering, Tianjin (China). [email protected].

PMID: 26230676 DOI: 10.1002/anie.201504790

Abstract

The sodium salts of anionic chiral cobalt(III) complexes (CCC(-) Na(+) ) have been found to be efficient catalysts of the asymmetric Povarov reaction of easily accessible dienophiles, such as 2,3-dihydrofuran, ethyl vinyl ether, and an N-protected 2,3-dihydropyrrole, with 2-azadienes. Ring-fused tetrahydroquinolines with up to three contiguous stereogenic centers were thus obtained in high yields, excellent diastereoselectivities (endo/exo up to >20:1), and high enantioselectivities (up to 95:5 e.r.).

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

Keywords: 2-azadienes; Povarov reaction; asymmetric catalysis; cobalt complexes; tetrahydroquinolines

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