Fluorinated Olefinic Lactams: The Case of Amino Acids – Preparation and Mechanistic Studies

Katarzyna Salamon-Krokosz; Mateusz Gołdyn; Tomasz Siodła; Elżbieta Bartoszak-Adamska; Henryk Koroniak; Katarzyna Koroniak-Szejn

doi:10.1055/s-0041-1737346

Synthesis, Table of Contents

Synthesis 2022; 54(17): 3785-3792
DOI: 10.1055/s-0041-1737346

special topic

Special Issue in memory of Prof. Ferenc Fülöp

Fluorinated Olefinic Lactams: The Case of Amino Acids – Preparation and Mechanistic Studies

Katarzyna Salamon-Krokosz

,

Mateusz Gołdyn

,

Tomasz Siodła

,

Elżbieta Bartoszak-Adamska

,

Henryk Koroniak

,

Katarzyna Koroniak-Szejn∗

Abstract

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Abstract

Herein, we report the synthesis of analogues of amino acids with a monofluorovinyl moiety. Interestingly, we have found that cyclization of the obtained products proceeds easily in all cases. The cyclization process has not previously been observed at this reaction stage, and such fluorinated lactams derived from phenylalanine, valine, alanine have not been described before.

Key words

amino acids - monofluorovinyl - cyclization - peptidomimetics - fluorinated lactam

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References

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