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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Detalles Bibliográficos
Autores: Han, Jianlin, Escorihuela, Jorge, Fustero, Santos, Landa Alvarez, Aitor, Soloshonok, Vadym Anatolievch, Sorochinsky, Alexander
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/57260
Acceso en línea:http://hdl.handle.net/10810/57260
Access Level:acceso abierto
Palabra clave:pharmaceuticals
neurological drugs
γ-aminobutyric-acid derivatives
asymmetric Michael addition
chiral auxiliaries
enantioselective organocatalysis
Descripción
Sumario: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.