One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension

We report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CH[bond, double bond]CH)(2or3)-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH(2)-CH[bond, double bond]CH-COOH as straight chain C4-extender. Th...

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Detalles Bibliográficos
Autores principales: Sobotta, Jessica, Schmalhofer, Maximilian, Steiner, Thomas M., Eisenreich, Wolfgang, Wächtershäuser, Günter, Huber, Claudia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5537201/
https://www.ncbi.nlm.nih.gov/pubmed/28795165
http://dx.doi.org/10.1016/j.heliyon.2017.e00368
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author Sobotta, Jessica
Schmalhofer, Maximilian
Steiner, Thomas M.
Eisenreich, Wolfgang
Wächtershäuser, Günter
Huber, Claudia
author_facet Sobotta, Jessica
Schmalhofer, Maximilian
Steiner, Thomas M.
Eisenreich, Wolfgang
Wächtershäuser, Günter
Huber, Claudia
author_sort Sobotta, Jessica
collection PubMed
description We report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CH[bond, double bond]CH)(2or3)-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH(2)-CH[bond, double bond]CH-COOH as straight chain C4-extender. The reaction is broadly applicable to saturated and unsaturated aldehydes and opens up a simple gateway to valuable organic products and reactive intermediates.
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spelling pubmed-55372012017-08-09 One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension Sobotta, Jessica Schmalhofer, Maximilian Steiner, Thomas M. Eisenreich, Wolfgang Wächtershäuser, Günter Huber, Claudia Heliyon Article We report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CH[bond, double bond]CH)(2or3)-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH(2)-CH[bond, double bond]CH-COOH as straight chain C4-extender. The reaction is broadly applicable to saturated and unsaturated aldehydes and opens up a simple gateway to valuable organic products and reactive intermediates. Elsevier 2017-07-27 /pmc/articles/PMC5537201/ /pubmed/28795165 http://dx.doi.org/10.1016/j.heliyon.2017.e00368 Text en © 2017 The Authors https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Sobotta, Jessica
Schmalhofer, Maximilian
Steiner, Thomas M.
Eisenreich, Wolfgang
Wächtershäuser, Günter
Huber, Claudia
One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title_full One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title_fullStr One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title_full_unstemmed One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title_short One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
title_sort one-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain c4-extension
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5537201/
https://www.ncbi.nlm.nih.gov/pubmed/28795165
http://dx.doi.org/10.1016/j.heliyon.2017.e00368
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