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. © 2010 Elsevier Ltd. All rights reserved.
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Data di pubblicazione: | 2011 | |
Titolo: | Toward the optimization of continuous-flow aldol and alpha-amination reactions by means of proline-functionalized silicon packed-bed microreactors | |
Autori: | Massi, Alessandro; Cavazzini, Alberto; Del Zoppo, Luisa; Pandoli, Omar; Costa, Valentina; Pasti, Luisa; Giovannini, Pier Paolo | |
Rivista: | TETRAHEDRON LETTERS | |
Parole Chiave: | Asymmetric catalysis; Continuous-flow processes; Microreactors; Organocatalysis; | |
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. © 2010 Elsevier Ltd. All rights reserved. | |
Digital Object Identifier (DOI): | 10.1016/j.tetlet.2010.11.157 | |
Handle: | http://hdl.handle.net/11392/1505317 | |
Appare nelle tipologie: | 03.1 Articolo su rivista |
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