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Enantioselective Alkylation of Glycine Imines Using a Cinchona-Functionalized Crown Ether-Strapped Calixarene Phase-Transfer Catalyst
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-05-22 , DOI: 10.1021/acs.joc.3c00289
Apoorva Malik 1 , Pragati R Sharma 1 , Rakesh K Sharma 1
Affiliation  

We report a class of quaternary ammonium Cinchona-functionalized crown ether-strapped calix[4]arene phase-transfer catalysts for the efficient enantioselective α-alkylation of glycine imines. The catalyst exhibits excellent catalytic performance at 0.1 mol % catalytic loading, affording the desired α-alkylated glycinates with 98% yield and 99.9% ee. The catalyst could be recovered and recycled up to 30 test cycles without a significant drop in activity.

中文翻译:

使用金鸡纳功能化冠醚束缚杯芳烃相转移催化剂对甘氨酸亚胺进行对映选择性烷基化

我们报道了一类季铵金鸡纳功能化的冠醚键合杯 [4] 芳烃相转移催化剂,用于甘氨酸亚胺的有效对映选择性 α-烷基化。该催化剂在 0.1 mol% 的催化负载量下表现出优异的催化性能,以 98% 的产率和 99.9% 的 ee 提供所需的 α-烷基化甘氨酸盐。该催化剂可以回收和再循环多达 30 个测试循环,而活性不会显着下降。
更新日期:2023-05-22
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