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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Detalhes bibliográficos
Autores: Han, Jianlin, Escorihuela, Jorge, Fustero, Santos, Landa Alvarez, Aitor, Soloshonok, Vadym Anatolievch, Sorochinsky, Alexander
Formato: artículo
Fecha de publicación:2022
País:España
Recursos:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/57260
Acesso em linha:http://hdl.handle.net/10810/57260
Access Level:acceso abierto
Palavra-chave:pharmaceuticals
neurological drugs
γ-aminobutyric-acid derivatives
asymmetric Michael addition
chiral auxiliaries
enantioselective organocatalysis
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spelling Asymmetric Michael Addition in Synthesis of β-Substituted GABA DerivativesHan, JianlinEscorihuela, JorgeFustero, SantosLanda Alvarez, AitorSoloshonok, Vadym AnatolievchSorochinsky, Alexanderpharmaceuticalsneurological drugsγ-aminobutyric-acid derivativesasymmetric Michael additionchiral auxiliariesenantioselective organocatalysisγ-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.This research was funded by the National Natural Science Foundation of China (No. 21761132021), and IKERBASQUE, Basque Foundation for Science. The financial support from the University of the Basque Country UPV/EHU (UFIQOSYC11/22), Basque Government (GVgrant IT1236-19), and Ministerio de Ciencia e Innovación (grant PID2019-109633GBC21) for. A.L. are also acknowledged.MDPI2022202220222022info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/57260reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglésinfo:eu-repo/grantAgreement/MICINN/PID2019-109633GBC21/https://www.mdpi.com/1420-3049/27/12/3797info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/© 2022 by the authors.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/).oai:addi.ehu.eus:10810/572602026-06-18T09:23:17Z
dc.title.none.fl_str_mv Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
title Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
spellingShingle Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
Han, Jianlin
pharmaceuticals
neurological drugs
γ-aminobutyric-acid derivatives
asymmetric Michael addition
chiral auxiliaries
enantioselective organocatalysis
title_short 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_sort Asymmetric Michael Addition in Synthesis of β-Substituted GABA Derivatives
dc.creator.none.fl_str_mv Han, Jianlin
Escorihuela, Jorge
Fustero, Santos
Landa Alvarez, Aitor
Soloshonok, Vadym Anatolievch
Sorochinsky, Alexander
author Han, Jianlin
author_facet Han, Jianlin
Escorihuela, Jorge
Fustero, Santos
Landa Alvarez, Aitor
Soloshonok, Vadym Anatolievch
Sorochinsky, Alexander
author_role author
author2 Escorihuela, Jorge
Fustero, Santos
Landa Alvarez, Aitor
Soloshonok, Vadym Anatolievch
Sorochinsky, Alexander
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv pharmaceuticals
neurological drugs
γ-aminobutyric-acid derivatives
asymmetric Michael addition
chiral auxiliaries
enantioselective organocatalysis
topic pharmaceuticals
neurological drugs
γ-aminobutyric-acid derivatives
asymmetric Michael addition
chiral auxiliaries
enantioselective organocatalysis
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.
publishDate 2022
dc.date.none.fl_str_mv 2022
2022
2022
2022
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/57260
url http://hdl.handle.net/10810/57260
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MICINN/PID2019-109633GBC21/
https://www.mdpi.com/1420-3049/27/12/3797
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.300724

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