Novel prolinamide-supported polystyrene as highly stereoselective and recyclable organocatalyst for the aldol reaction

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Abstract

A new prolinamide derivative anchored to a polystyrene support has been straightforwardly prepared and employed as heterogeneous catalyst in the direct asymmetric aldol reaction with good results in terms of yield and stereoselectivity. The optimal reaction conditions were found when a 1:2 (v/v) water/chloroform mixture was used. This mixture was the best compromise between the good swelling properties of chloroform and the formation of a concentrated organic phase due to the presence of water. Noticeably, the enantioselectivities obtained employing acetone as ketone were, to the best of our knowledge, the highest achieved with a supported proline derivative. This catalyst can be easily recovered, regenerated and recycled, without loss of activity, at least for twelve cycles.
Lingua originaleEnglish
pagine (da-a)1397-1405
Numero di pagine9
RivistaADVANCED SYNTHESIS & CATALYSIS
Volume350
Stato di pubblicazionePublished - 2008

All Science Journal Classification (ASJC) codes

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  • ???subjectarea.asjc.1600.1605???

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