Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives

γ-Aminobutyric acid (GABA) represents one of the most prolific structural units widely used in the design of modern pharmaceuticals. For example, β-substituted GABA derivatives are found in numerous neurological drugs, such as baclofen, phenibut, tolibut, pregabalin, phenylpiracetam, brivaracetam, a...

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Autores principales: Han, Jianlin, Escorihuela, Jorge, Fustero, Santos, Landa, Aitor, Soloshonok, Vadim A., Sorochinsky, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9231165/
https://www.ncbi.nlm.nih.gov/pubmed/35744921
http://dx.doi.org/10.3390/molecules27123797
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author Han, Jianlin
Escorihuela, Jorge
Fustero, Santos
Landa, Aitor
Soloshonok, Vadim A.
Sorochinsky, Alexander
author_facet Han, Jianlin
Escorihuela, Jorge
Fustero, Santos
Landa, Aitor
Soloshonok, Vadim A.
Sorochinsky, Alexander
author_sort Han, Jianlin
collection PubMed
description γ-Aminobutyric acid (GABA) represents one of the most prolific structural units widely used in the design of modern pharmaceuticals. For example, β-substituted GABA derivatives are found in numerous neurological drugs, such as baclofen, phenibut, tolibut, pregabalin, phenylpiracetam, brivaracetam, and rolipram, to mention just a few. In this review, we critically discuss the literature data reported on the preparation of substituted GABA derivatives using the Michael addition reaction as a key synthetic transformation. Special attention is paid to asymmetric methods featuring synthetically useful stereochemical outcomes and operational simplicity.
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spelling pubmed-92311652022-06-25 Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives Han, Jianlin Escorihuela, Jorge Fustero, Santos Landa, Aitor Soloshonok, Vadim A. Sorochinsky, Alexander Molecules Review γ-Aminobutyric acid (GABA) represents one of the most prolific structural units widely used in the design of modern pharmaceuticals. For example, β-substituted GABA derivatives are found in numerous neurological drugs, such as baclofen, phenibut, tolibut, pregabalin, phenylpiracetam, brivaracetam, and rolipram, to mention just a few. In this review, we critically discuss the literature data reported on the preparation of substituted GABA derivatives using the Michael addition reaction as a key synthetic transformation. Special attention is paid to asymmetric methods featuring synthetically useful stereochemical outcomes and operational simplicity. MDPI 2022-06-13 /pmc/articles/PMC9231165/ /pubmed/35744921 http://dx.doi.org/10.3390/molecules27123797 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Han, Jianlin
Escorihuela, Jorge
Fustero, Santos
Landa, Aitor
Soloshonok, Vadim A.
Sorochinsky, Alexander
Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title_full Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title_fullStr Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title_full_unstemmed Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title_short Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title_sort asymmetric michael addition in synthesis of β-substituted gaba derivatives
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9231165/
https://www.ncbi.nlm.nih.gov/pubmed/35744921
http://dx.doi.org/10.3390/molecules27123797
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