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Toward the optimization of continuous-flow aldol and α-amination reactions by means of proline-functionalized silicon packed-bed microreactors
Authors:Alessandro Massi  Alberto CavazziniOmar Pandoli  Valentina CostaLuisa Pasti  Pier Paolo Giovannini
Institution:a Dipartimento di Chimica, Università di Ferrara, Via L. Borsari 46, I-44121 Ferrara, Italy
b National Key Laboratory of Micro/Nano Fabrication Technology, Shanghai Jiao Tong University, Shanghai, PR China
c Dipartimento di Biologia ed Evoluzione, Università di Ferrara, Corso Ercole I D’Este 32, I-44121 Ferrara, Italy
Abstract:The activity and stability under flow conditions of covalently and non-covalently silica supported proline and proline-like organocatalysts is herein described. The slow aldol reaction of cyclohexanone with p-nitro benzaldehyde and the fast α-amination of isovaleraldehyde with dibenzyl azodicarboxylate have been selected as model reactions for this study. Prospects and limitations of the disclosed continuous-flow organocatalytic approach are widely discussed.
Keywords:Asymmetric catalysis  Continuous-flow processes  Microreactors  Organocatalysis
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