Polymer-supported thioamide-derived cinchona alkaloids as efficient organocatalysts for the enantioselective decarboxylative protonation - Normandie Université Accéder directement au contenu
Article Dans Une Revue Reactive and Functional Polymers Année : 2023

Polymer-supported thioamide-derived cinchona alkaloids as efficient organocatalysts for the enantioselective decarboxylative protonation

Résumé

A new family of copolymers based on styrene and a polymerizable cinchonidine thioamide derivative was synthesized by conventional radical polymerization. The copolymers were tested as homogeneous supported organocatalysts in the enantioselective decarboxylative protonation (EDP) of α-aminomalonate hemiesters giving access to α-amino acids under very mild conditions. These macromolecular catalysts could be prepared on a large scale and outperformed their unsupported analogues providing the desired products in high yield and enantioselectivity. Furthermore, recycling experiments were conducted which showed good enantioselectivities.

Domaines

Chimie Polymères
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Dates et versions

hal-04224142 , version 1 (01-10-2023)

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Bénédicte Lepoittevin, Jérôme Baudoux, Doriann Bray, Aimar Gonzalo-Barquero, Jacques Rouden. Polymer-supported thioamide-derived cinchona alkaloids as efficient organocatalysts for the enantioselective decarboxylative protonation. Reactive and Functional Polymers, 2023, 192, pp.105731. ⟨10.1016/j.reactfunctpolym.2023.105731⟩. ⟨hal-04224142⟩
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