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Title: Immobilization of Functionalized epi-Cinchonine Organocatalysts on Controlled Porous Glass-Beads: Applications in Batch and Continuous Flow
Authors: Carreiro, Elisabete
Amorim, Ana
Fonseca, Daniela
Burke, Anthony
Hermann, Gesine
Federsel, H-J
Keywords: cinchona alkaloids
EziGTM - immobilizations
batch reactions
continuous flow reactions
Issue Date: 21-Sep-2022
Publisher: Thieme
Abstract: A well-known squaramide-cinchonine organocatalyst was immobilized in a controlled way onto three types of commercial porous glass beads EziG™ (EziG OPAL, EziG Amber, and EziG Coral) and applied in asymmetric Michael reactions. The performance of the immobilized catalysts was evaluated under batch and continuous-flow conditions, showing promising results in both approaches. In batch reactions, 0.8 and 1.6 mol% of the immobilized cinchonine-squaramide provided the products with excellent yields (up to 99%) and enantioselectivities (up to 99% ee). These excellent results were also verified in the case of continuous-flow reactions, where also 0.8 and 1.6 mol% of the catalyst immobilized onto the glass beads afforded the product with extraordinary yields (up to 99%) and very high enantioselectivities (up to 97% ee). The immobilized catalysts could be recycled (up to seven cycles) using both approaches.
Type: bookPart
Appears in Collections:LAVQ-REQUIMTE - Publicações - Capítulos de Livros

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