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.
Original languageEnglish
Pages (from-to)1397-1405
Number of pages9
JournalADVANCED SYNTHESIS & CATALYSIS
Volume350
Publication statusPublished - 2008

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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