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

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

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Main Authors: Jessica Sobotta, Maximilian Schmalhofer, Thomas M. Steiner, Wolfgang Eisenreich, Günter Wächtershäuser, Claudia Huber
Format: Article
Language:English
Published: Elsevier 2017-07-01
Series:Heliyon
Subjects:
Organic chemistry
Online Access:http://www.sciencedirect.com/science/article/pii/S2405844017303535
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spelling doaj-ef8b6b7054d84c9fab6c946191b400d72020-11-25T02:53:10ZengElsevierHeliyon2405-84402017-07-013710.1016/j.heliyon.2017.e00368One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extensionJessica Sobotta0Maximilian Schmalhofer1Thomas M. Steiner2Wolfgang Eisenreich3Günter Wächtershäuser4Claudia Huber5Lehrstuhl für Biochemie, Technische Universität München, Lichtenbergstraße 4, Garching D-85747, GermanyLehrstuhl für Biochemie, Technische Universität München, Lichtenbergstraße 4, Garching D-85747, GermanyLehrstuhl für Biochemie, Technische Universität München, Lichtenbergstraße 4, Garching D-85747, GermanyLehrstuhl für Biochemie, Technische Universität München, Lichtenbergstraße 4, Garching D-85747, Germany2209 Mill Race Drive, Chapel Hill, NC 27514, USALehrstuhl für Biochemie, Technische Universität München, Lichtenbergstraße 4, Garching D-85747, GermanyWe report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CHCH)2or3-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH2-CH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.http://www.sciencedirect.com/science/article/pii/S2405844017303535Organic chemistry
collection DOAJ
language English
format Article
sources DOAJ
author Jessica Sobotta
Maximilian Schmalhofer
Thomas M. Steiner
Wolfgang Eisenreich
Günter Wächtershäuser
Claudia Huber
spellingShingle Jessica Sobotta
Maximilian Schmalhofer
Thomas M. Steiner
Wolfgang Eisenreich
Günter Wächtershäuser
Claudia Huber
One-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain C4-extension
Heliyon
Organic chemistry
author_facet Jessica Sobotta
Maximilian Schmalhofer
Thomas M. Steiner
Wolfgang Eisenreich
Günter Wächtershäuser
Claudia Huber
author_sort Jessica Sobotta
title 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_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_sort one-pot formation of 2,4-di- or 2,4,6-tri-olefinic monocarboxylic acids by straight chain c4-extension
publisher Elsevier
series Heliyon
issn 2405-8440
publishDate 2017-07-01
description We report a one-pot formation of 2,4-diolefinic or 2,4,6-triolefinic monocarboxylic acids, R-(CHCH)2or3-COOH, by decarboxylative condensation of an optionally α,β-unsaturated aldehyde with glutaconic acid, HOOC-CH2-CH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.
topic Organic chemistry
url http://www.sciencedirect.com/science/article/pii/S2405844017303535
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