Asymmetric 1,3-dipolar cycloaddition reactions between enals and nitrones catalysed by half-sandwich rhodium or iridium diphosphane complexes

Asenjo, A. ; Viguri, F. (Universidad de Zaragoza) ; Lamata, M.Pilar (Universidad de Zaragoza) ; Rodríguez, R. (Universidad de Zaragoza) ; Carmona, M. ; Oro, L. A. (Universidad de Zaragoza) ; Carmona, D.

Resumen: The aqua complexes ¿(¿5-C5Me5)M¿PP*)¿H2O)]¿SbF6]2 (M = Rh, Ir; PP* = chiral diphosphane) have been tested as catalysts for the asymmetric 1,3-dipolar cycloaddition of nitrones to a,ß-unsaturated aldehydes. Quantitative conversions with very high regioselectivity, perfect endo selectivity and excellent enantioselectivity (up to 99% ee) were achieved. The stereochemical outcome was analyzed on the basis of the stereoelectronic properties of the intermediate enal complexes of the formula ¿(¿5-C5Me5)M¿PP*)¿enal)]¿SbF6]2.

Idioma: Inglés

DOI: 10.1039/c4cy01533a

Año: 2015

Publicado en: Catalysis Science and Technology 5, 4 (2015), 2460-2466
ISSN: 2044-4753

Factor impacto JCR: 5.287 (2015)

Categ. JCR: CHEMISTRY, PHYSICAL rank: 28 / 144 = 0.194 (2015) - Q1 - T1

Factor impacto SCIMAGO: 1.804 - Catalysis (Q1)

Financiación: info:eu-repo/grantAgreement/ES/MINECO/CTQ2012-32095

Tipo y forma: Article (PostPrint)

Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)