4.8 Article

Chiral ureas and thioureas supported on polystyrene for enantioselective aza-Henry reactions under solvent-free conditions

Journal

GREEN CHEMISTRY
Volume 17, Issue 4, Pages 2217-2225

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4gc02474e

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Funding

  1. Spanish DGICYT [CTQ 2011-28487]
  2. JC y L [VA064U13]

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Novel bifunctional ureas and thioureas immobilized on sulfonylpolystyrene have been prepared as recoverable and reusable organocatalysts and have been used in the stereoselective aza-Henry reaction under solvent-free conditions. The activity and stereoselection of the catalysts are dependent on the length of the tether bridging the active site and the polymer, the catalyst derived from 1,6-hexane diamine being the best one. It has also been demonstrated that the supported catalysts are more effective than the homologous soluble catalysts.

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