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Poly(ethylene glycol)‐Supported Chiral Imidazolidin‐4‐one: An Efficient Organic Catalyst for the Enantioselective Diels–Alder Cycloaddition |
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| Authors: | Maurizio Benaglia Giuseppe Celentano Mauro Cinquini Alessandra Puglisi Franco Cozzi |
| Abstract: | A tyrosine‐derived imidazolidin‐4‐one was immobilized on a modified poly(ethylene glycol) and converted in situ into a soluble polymer‐supported catalyst for the enantioselective Diels–Alder cycloaddition of acrolein to 1,3‐cyclohexadiene (up to 92% ee) and 2,3‐dimethyl‐1,3‐butadiene (73% ee). Catalyst recycling (up to four cycles) was accompanied by some loss of the chemical efficiency and marginal erosion of the enantioselectivity. |
| Keywords: | asymmetric catalysis catalyst immobilization chiral organic catalysts Diels– Alder cycloadditions soluble polymers |