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Chiral polyureas of cinchona alkaloids were synthesized via repetitive Mizoroki-Heck (MH) coupling reaction. The Pd-catalyzed polycondensation of cinchona urea dimers6and aromatic diiodide7afforded the chiral polyureas (P1-P4). The catalytic activity of the chiral polymers was subsequently investigated. The asymmetric Michael addition of ketoesters to nitroolefins was successfully catalyzed by the polymeric organocatalysts (P1-P4) to give the corresponding Michael adducts with high catalytic activities and excellent enantionselectivities (up to >99% ee). The polymeric catalysts were insoluble in commonly used organic solvents. They were easily recovered and reused several times without any loss of the catalytic activity.
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Reference:
Thiomorpholine – Wikipedia,
,Thiomorpholine | C4H9NS – PubChem