Synthesis 2017; 49(03): 615-636
DOI: 10.1055/s-0036-1588314
paper
© Georg Thieme Verlag Stuttgart · New York

Modular Regiospecific Synthesis of Nitrated Fatty Acids

Authors

  • Katharina J. Hock

    a   Institute of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt/Main, Germany   eMail: g.manolikakes@chemie.uni-frankfurt.de
  • Jennifer Grimmer

    a   Institute of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt/Main, Germany   eMail: g.manolikakes@chemie.uni-frankfurt.de
  • Dominik Göbel

    a   Institute of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt/Main, Germany   eMail: g.manolikakes@chemie.uni-frankfurt.de
  • George Gichogo T. Gasaya

    a   Institute of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt/Main, Germany   eMail: g.manolikakes@chemie.uni-frankfurt.de
  • Jessica Roos

    b   Institute of Pharmaceutical Chemistry/ZAFES, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438, Frankfurt/Main, Germany
  • Isabelle V. Maucher

    b   Institute of Pharmaceutical Chemistry/ZAFES, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438, Frankfurt/Main, Germany
  • Benjamin Kühn

    b   Institute of Pharmaceutical Chemistry/ZAFES, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438, Frankfurt/Main, Germany
  • Jasmin Fettel

    b   Institute of Pharmaceutical Chemistry/ZAFES, Goethe-University Frankfurt, Max-von-Laue-Str. 9, 60438, Frankfurt/Main, Germany
  • Thorsten J. Maier

    c   Department of Biomedicine, Aarhus University, Bartholins Allé 6, 8000 Aarhus C, Denmark
  • Georg Manolikakes*

    a   Institute of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Str. 7, 60438, Frankfurt/Main, Germany   eMail: g.manolikakes@chemie.uni-frankfurt.de
Weitere Informationen

Publikationsverlauf

Received: 03. August 2016

Accepted after revision: 25. August 2016

Publikationsdatum:
21. September 2016 (online)


Graphical Abstract

Preview

Both authors contributed equally to this study.

Abstract

Endogenous nitrated fatty acids are an important class of signaling molecules. Herein a modular route for the efficient and regiospecific preparation of nitrooleic acids as well as various analogues is described. The approach is based on a simple set of alkyl halides as common building blocks and a Henry reaction/Burgess dehydration sequence for the formation of the key nitroalkene moiety.

Supporting Information