Accelerating Amine‐Catalyzed Asymmetric Reactions by Intermolecular Cooperative Thiourea/Oxime Hydrogen‐Bond Catalysis
Accelerating Amine‐Catalyzed Asymmetric Reactions by Intermolecular Cooperative Thiourea/Oxime Hydrogen‐Bond Catalysis
复制标题
通过分子间协同硫脲/肟氢键催化加速胺催化的不对称反应
DOI：
10.1002/ejoc.202100315
复制
发表时间：
2021
影响因子：
2.8
通讯作者：
Kaiheng Zhang
中科院分区：
文献类型：
--
作者：
Guangning Ma;Samson Afewerki;I. Ibrahem;A. Córdova;Kaiheng Zhang
介绍了硫脲/肟分子间氢键协同催化对不对称氨基催化反应的改善和促进作用。这两种容易获得的氢键供体催化剂与手性胺催化剂协同作用，以实现高度立体选择性的转化。协同催化剂系统同时激活亲电试剂和亲核试剂，并使转化更具化学选择性和立体选择性。这通过进行醛的共催化对映选择性直接分子间α-烷基化反应、直接羟醛缩合反应和不对称共轭反应来举例说明，这些反应以高产率和对映体比率得到相应的产物。
The ability of intermolecular cooperative thiourea/oxime hydrogen‐bond catalysis for improving and accelerating asymmetric aminocatalysis is presented. The two readily available hydrogen‐bond‐donating catalysts operates in synergy with a chiral amine catalyst to accomplish highly stereoselective transformations. The synergistic catalyst systems simultaneously activate both electrophiles and nucleophiles, and make the transformations more chemo‐ and stereoselective. This was exemplified by performing co‐catalytic enantioselective direct intermolecular α‐alkylation reactions of aldehydes, direct aldol reactions, and asymmetric conjugate reactions, which gave the corresponding products in high yields and enantiomeric ratios.