INVESTIGADORES
LEWKOWICZ Elizabeth Sandra
artículos
Título:
Organocatalytic synthesis of chiral benzimidazole derivatives
Autor/es:
LAFUENTE LETICIA; MAIDANA LAUTARO,; BISCEGLIA JUAN; ADOLFO IRIBARREN; ELIZABETH LEWKOWICZ
Revista:
SYNTHESIS
Editorial:
thieme
Referencias:
Lugar: sttutgart; Año: 2022 vol. 54 p. 5471 - 5478
ISSN:
1414-915X
Resumen:
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).
