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-(CHCH)2or3-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH2-CHCH-COOH as straight chain C4-extender. The reaction is broadly applicable to satura...

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Bibliographic Details
Published in:Heliyon 2017-07, Vol.3 (7), p.e00368-e00368, Article e00368
Main Authors: Sobotta, Jessica, Schmalhofer, Maximilian, Steiner, Thomas M., Eisenreich, Wolfgang, Wächtershäuser, Günter, Huber, Claudia
Format: Article
Language:English
Subjects:
Organic chemistry
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Summary:We report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CHCH)2or3-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH2-CHCH-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.
ISSN:2405-8440
2405-8440
DOI:10.1016/j.heliyon.2017.e00368