Issue 69, 2018
From the journal:

Chemical Communications

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

Nataliya A. Tolmachova,*a   Ivan S. Kondratov, ORCID logo ab   Violetta G. Dolovanyuk,b   Stanislav O. Pridma, ORCID logo a   Anton V. Chernykh,a   Constantin G. Daniliuc ORCID logo c  and  Günter Haufe ORCID logo *cd  

* Corresponding authors

a Enamine Ltd, Chervonotkatska Str. 78, Kyiv, Ukraine
E-mail: n.tolmachova@mail.enamine.net

b Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Murmanska Str. 1, Kyiv, Ukraine

c Organisch-Chemisches Institut, Universität Münster, Corrensstraße 40, Münster 48149, Germany
E-mail: haufe@uni-muenster.de

d Cells-in-Motion Cluster of Excellence, Universität Münster, Waldeyerstraße 15, 48149 Münster, Germany

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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Article information

DOI
https://doi.org/10.1039/C8CC05912H
Article type
Communication
Submitted
20 Jūl. 2018
Accepted
02 Aug. 2018
First published
02 Aug. 2018

Chem. Commun., 2018,54, 9683-9686

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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, 54, 9683 DOI: 10.1039/C8CC05912H

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