Reusable catalysts for the asymmetric Diels-Alder reaction |
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Authors: | Chollet Guillaume Guillerez Marie-George Schulz Emmanuelle |
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Institution: | Equipe de Catalyse Moléculaire, ICMMO, UMR 8182, Université Paris-Sud, 91405 Orsay, France. |
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Abstract: | A new method for recycling chiral bis(oxazoline)-copper complexes is described based on the formation of charge-transfer complexes, their subsequent precipitation, and reuse after addition of new substrates. The conditions to perform this procedure were optimized in the presence of three bis(oxazoline)-based ligands. When associated with copper salts, these ligands efficiently catalyzed the Diels-Alder reaction between cyclopentadiene and alpha,beta-unsaturated acyloxazolidinones. These catalysts were successfully recycled up to ten times while maintaining their high activities and enantioselectivities. |
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Keywords: | asymmetric catalysis catalyst recycling charge transfer cycloaddition N ligands |
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