Producción CyT
Artículo
Autoría
LAFUENTE, MARÍA LETICIA
;
Maidana, Lautaro
;
Bisceglia, Juan
;
Iribarren, Adolfo
;
Lewkowicz, Elizabeth
Fecha
2022
Editorial y Lugar de Edición
GEORG THIEME VERLAG KG
Revista
SYNTHESIS-STUTTGART
GEORG THIEME VERLAG KG
Resumen
Información suministrada por el agente en
SIGEVA
A synthetic route for the production of chiral derivatives of benzimidazole is presented. Different commercially available amines were evaluated as organocatalysts for the stereoselective aldol addition of N-1 benzimidazolyl acetaldehyde, previously prepared by N-alkylation of benzimidazole, with cyclic ketones. When cyclohexanone was used, L-prolinamide proved to be the most efficient catalyst, giving (S)-2-((R)-2-(1H-benzo[d]imidazol-1-yl)-1-hydroxyethyl) cyclohexanone 92% yield, 90% ee and 9...
A synthetic route for the production of chiral derivatives of benzimidazole is presented. Different commercially available amines were evaluated as organocatalysts for the stereoselective aldol addition of N-1 benzimidazolyl acetaldehyde, previously prepared by N-alkylation of benzimidazole, with cyclic ketones. When cyclohexanone was used, L-prolinamide proved to be the most efficient catalyst, giving (S)-2-((R)-2-(1H-benzo[d]imidazol-1-yl)-1-hydroxyethyl) cyclohexanone 92% yield, 90% ee and 92:8 dr (anti:syn).
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Palabras Clave
BENZIMIDAZOLEIMIDAZOLIDINONEL-PROLINAMIDEORGANICATALYSISCHIRAL