Reactive & Functional Polymers ( IF 4.5 ) Pub Date : 2023-09-23 , DOI: 10.1016/j.reactfunctpolym.2023.105731 Bénédicte Lepoittevin , Jérôme Baudoux , Doriann Bray , Aimar Gonzalo-Barquero , Jacques Rouden
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.
中文翻译:
聚合物支持的硫代酰胺衍生的金鸡纳生物碱作为对映选择性脱羧质子化的有效有机催化剂
通过常规自由基聚合合成了基于苯乙烯和可聚合辛可尼丁硫代酰胺衍生物的新型共聚物。该共聚物在α-氨基丙二酸半酯的对映选择性脱羧质子化(EDP)中作为均相负载有机催化剂进行了测试,从而在非常温和的条件下获得α-氨基酸。这些大分子催化剂可以大规模制备,并且性能优于其无载体类似物,以高产率和对映选择性提供所需的产物。此外,进行的回收实验显示出良好的对映选择性。