Artículo
Dual chiral silver catalyst in the synthetic approach to the core of hepatitis C virus inhibitor GSK 625433 using enantioselective 1,3-dipolar cycloaddition of azomethine ylides and electrophilic alkenes
Chabour, Ihssene; Castelló, Luis M.; Mancebo Aracil, Juan
; Martín Rodríguez, María; de Gracia Retamosa, María; Nájera, Carmen; Sansano, José M.
Fecha de publicación:
15/10/2017
Editorial:
Pergamon-Elsevier Science Ltd
Revista:
Tetrahedron: Asymmetry
ISSN:
0957-4166
e-ISSN:
1362-511X
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
The asymmetric 1,3-dipolar cycloaddition of an imino ester 5 with tert-butyl acrylate is catalyzed by a dual chiral silver(I) complex formed from a chiral phosphoramidite 14 and the chiral silver(I) binolphosphate (R)-17. This reaction is selected to achieve the synthesis of enantiomerically enriched key structures to access the third generation of GSK HCV inhibitors. The scope of this dual chiral catalytic system is analyzed by employing different imino esters and dipolarophiles, and also compared with the same cycloaddition reactions performed with the chiral phosphoramidite 14·AgClO4 complex.
Palabras clave:
Enantioselective
,
Chiral
,
Cycloaddition
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Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR
Articulos de INST.DE QUIMICA DEL SUR
Citación
Chabour, Ihssene; Castelló, Luis M.; Mancebo Aracil, Juan; Martín Rodríguez, María; de Gracia Retamosa, María; et al.; Dual chiral silver catalyst in the synthetic approach to the core of hepatitis C virus inhibitor GSK 625433 using enantioselective 1,3-dipolar cycloaddition of azomethine ylides and electrophilic alkenes; Pergamon-Elsevier Science Ltd; Tetrahedron: Asymmetry; 28; 10; 15-10-2017; 1423-1429
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