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

被引：3
作者：
Lepoittevin, Benedicte [1 ]
Baudoux, Jerome [1 ]
Bray, Doriann [1 ]
Gonzalo-Barquero, Aimar [1 ]
Rouden, Jacques [1 ]
机构：
[1] Normandie Univ, Lab Chim Mol & Thioorgan LCMT, ENSICAEN, UNICAEN,UMR 6507,CNRS, 6 Bd Marechal Juin, F-14050 Caen, France
来源：
REACTIVE & FUNCTIONAL POLYMERS | 2023年 / 192卷
关键词：
Organocatalysis; Radical polymerization; Cinchona alkaloids; Decarboxylation; Amino acids; DERIVATIVES; CATALYSTS; ROUTE;
D O I：
10.1016/j.reactfunctpolym.2023.105731
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
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 alpha-aminomalonate hemiesters giving access to alpha-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.
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页数：8
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