New developments in asymmetric biomimetic transamination for preparation of tetrafluoroethylene-containing amines

preparation of tetrafluoroethylene-containing amines

Authors

DOI:

https://doi.org/10.62110/sciencein.jmc.2025.1216

Keywords:

biomimetic transamination, [1,3]-proton shift reactions, asymmetric synthesis, fluorine chemistry, tetrafluoroethylene moiety, self-disproportionation of enantiomers (SDE) phenomenon

Abstract

Recent advancements in the asymmetric [1,3]-proton shift reaction for the preparation of amino compounds possessing a tetrafluoroethylene moiety have been reported. We critically discuss the observed stereochemical outcomes with respect to the trifluoromethyl and perfluoroalkyl groups traditionally employed in this reaction. The methodological significance of these results is highlighted as well as noting a potential inaccuracy in the reported enantioselectivities due to the self-disproportionation of enantiomers (SDE) phenomenon.

Author Biographies

  • Alicja Wzorek, Jan Kochanowski University in Kielce

    Institute of Chemistry, Jan Kochanowski University in Kielce, Uniwersytecka 7, 25-406 Kielce, Poland

  • Nataliya V. Lyutenko, The National Academy of Sciences of Ukraine

    Department of Fine Organic Synthesis, V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, The National Academy of Sciences of Ukraine, 1 Murmanska str., Kyiv 02094, Ukraine

  • Karel D. Klika, German Cancer Research Center (DKFZ)

    Molecular Structure Analysis, German Cancer Research Center (DKFZ), Im Neuenheimer Feld 280, 69120 Heidelberg, Germany

  • Taizo Ono, National Institute of Advanced Industrial Science and Technology, Nagoya

    National Institute of Advanced Industrial Science and Technology, 463-8560, Nagoya, Japan

  • Jianlin Han, Nanjing Forestry University, Nanjing

    Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources,
    College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

  • Ramin Javahershenas, Urmia University, Iran

    Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran

  • Vadim A Soloshonok, University of Basque Country

    Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizábal 3, 20018 San Sebastián, Spain

    IKERBASQUE, Basque Foundation for Science, María Díaz de Haro 3, Plaza Bizkaia, 48013 Bilbao, Spain

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Published

2025-01-03

Issue

Section

Organic Chemistry

URN

How to Cite

(1)
Wzorek, A.; Lyutenko, N. V. .; Klika, K. D. .; Ono, T. .; Han, J. .; Javahershenas, R. .; Soloshonok, V. A. New Developments in Asymmetric Biomimetic Transamination for Preparation of Tetrafluoroethylene-Containing Amines. J. Mol. Chem. 2025, 5 (2), 1216. https://doi.org/10.62110/sciencein.jmc.2025.1216.

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