Scandium(III)‐Zeolites as New Heterogeneous Catalysts for Imino‐Diels–Alder Reactions |
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Authors: | Dr. Andrea Olmos Dr. Benoit Louis Prof. Dr. Patrick Pale |
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Affiliation: | Institute of Chemistry, UMR 7177, Université de Strasbourg, 4 rue B. Pascal, 67000 Strasbourg (France) |
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Abstract: | This study demonstrates the first zeolite‐catalyzed synthesis of piperidine derivatives, including peptidomimetics and indoloquinolizidine alkaloids. The approach developed utilizes a highly effective one‐pot reaction cascade, through imine formation and imino‐Diels–Alder reactions, promoted by scandium‐loaded zeolites as a heterogeneous catalyst. The methodology described benefits from very low catalyst loadings (≤5 mol % of ScIII), commercially and readily available starting materials, and mild reaction conditions. Furthermore, the ScIII‐zeolite catalyst can be readily reused more than 10 times without any loss in efficiency. |
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Keywords: | heterogeneous catalysis imine peptidomimetics piperidine scandium zeolites |
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