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Title

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

AuthorsAsenjo, Ainara ; Viguri, Fernando ; Lamata, M. Pilar ; Rodríguez, Ricardo ; Carmona, María; Oro, Luis A. ; Carmona, Daniel
Issue Date2015
PublisherRoyal Society of Chemistry (UK)
CitationCatalysis Science and Technology 5(4): 2460-2466 (2015)
AbstractThe aqua complexes [(η5-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 α,β-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 [(η5-C5Me5)M(PP*)(enal)][SbF6]2.
Publisher version (URL)https://doi.org/10.1039/C4CY01533A
URIhttp://hdl.handle.net/10261/154647
DOI10.1039/C4CY01533A
Identifiersdoi: 10.1039/C4CY01533A
e-issn: 2044-4761
issn: 2044-4753
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