Pd(OAc)2-catalyzed asymmetric hydrogenation of sterically hindered N-tosylimines

Jianzhong Chen, Zhenfeng Zhang, Bowen Li, Feilong Li, Yulin Wang, Min Zhao, Ilya D. Gridnev, Tsuneo Imamoto, Wanbin Zhang

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Asymmetric hydrogenation of sterically hindered substrates still constitutes a long-standing challenge in the area of asymmetric catalysis. Herein, an efficient palladium acetate (an inexpensive Pd salt with low toxicity) catalyzed asymmetric hydrogenation of sterically hindered N-tosylimines is realized with high catalytic activities (S/C up to 5000) and excellent enantioselectivities (ee up to 99.9%). Quantum chemical calculations suggest that uniformly high enantioselectivities are observed due to the structurally different S- and R-reaction pathways.

Original languageEnglish
Article number5000
JournalNature communications
Volume9
Issue number1
DOIs
Publication statusPublished - 2018 Dec 1

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Physics and Astronomy(all)

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    Chen, J., Zhang, Z., Li, B., Li, F., Wang, Y., Zhao, M., Gridnev, I. D., Imamoto, T., & Zhang, W. (2018). Pd(OAc)2-catalyzed asymmetric hydrogenation of sterically hindered N-tosylimines. Nature communications, 9(1), [5000]. https://doi.org/10.1038/s41467-018-07462-w