Guevara-Pulido James, González-Pérez Fernando, Andrés José M, Pedrosa Rafael
Química Farmacéutica, Grupo Investigación en Química Aplicada INQA, Universidad El Bosque, Cra 7b Bis No 132 - 11, Bogotá, Colombia.
Instituto Universitario CINQUIMA y Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Paseo Belén 7, 47011-Valladolid, Spain.
Beilstein J Org Chem. 2025 Mar 3;21:473-482. doi: 10.3762/bjoc.21.34. eCollection 2025.
The pharmaceutical chemical industry has long used kinetic resolution to obtain high-value compounds. Organocatalysis has recently been added to this strategy, allowing for the resolution of racemic mixtures with low catalyst loadings and mild reaction conditions. This research focuses on the kinetic resolution of 1,5-dicarbonyl compounds using a retro-Michael reaction, co-catalyzed at room temperature with 20 mol % of the Jørgensen-Hayashi catalyst and PNBA. The study highlights the importance of conducting the kinetic resolution at a concentration of approximately ten millimolar (mM) to prevent the Michael retro-Michael equilibrium from affecting the process.
制药化学工业长期以来一直使用动力学拆分来获得高价值化合物。有机催化最近被纳入这一策略，使得能够在低催化剂负载量和温和反应条件下拆分外消旋混合物。本研究聚焦于利用逆迈克尔反应对1,5 - 二羰基化合物进行动力学拆分，该反应在室温下由20 mol%的约根森 - 林催化剂和对硝基苯甲酸（PNBA）共同催化。该研究强调了在约十毫摩尔（mM）的浓度下进行动力学拆分以防止迈克尔 - 逆迈克尔平衡影响该过程的重要性。
