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Synthesis of new fluorinated proline analogues from polyfluoroalkyl β-ketoacetals and ethyl isocyanoacetate

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Abstract

The reaction of trifluoroaldol acetal and other polyfluoroalkyl β-ketoacetals with ethyl isocyanoacetate was applied for the preparation of hitherto unknown fluorinated amino acids, cis- and trans-3-CF3/C2F5-prolines as well as trans-3-CF2Br/CF2Cl/CHF2-3-hydroxyprolines.

Graphical abstract: Synthesis of new fluorinated proline analogues from polyfluoroalkyl β-ketoacetals and ethyl isocyanoacetate

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Publication details

The article was received on 20 Jul 2018, accepted on 02 Aug 2018 and first published on 02 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC05912H
Citation: Chem. Commun., 2018, Advance Article
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    Synthesis of new fluorinated proline analogues from polyfluoroalkyl β-ketoacetals and ethyl isocyanoacetate

    N. A. Tolmachova, I. S. Kondratov, V. G. Dolovanyuk, S. O. Pridma, A. V. Chernykh, C. G. Daniliuc and G. Haufe, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC05912H

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