Electro-Organocatalysis: Enantioselective α-Alkylation of Aldehydes
Electro-Organocatalysis: Enantioselective α-Alkylation of Aldehydes
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DOI：
10.1002/ejoc.201000453
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发表时间：
2010-08-01
影响因子：
2.8
通讯作者：
Jang, Hye-Young
中科院分区：
文献类型：
--
作者：
Ho, Xuan-Huong;Mho, Sun-il;Jang, Hye-Young
通过阳离子自由基烯胺中间体的醛的不对称有机催化α-烷基化在环境友好的电氧化条件下进行，而不使用化学氧化剂。为了促进所需的醛的α-烷基化反应，将各种含氧杂蒽或环庚三烯基团的醛暴露于电有机催化条件下，得到光学活性的未取代醛基于循环伏安法（CV）结果、DFT计算和对照实验，提出了涉及阳离子自由基烯胺的反应机理。
The asymmetric organocatalyzed alpha-alkylation of aldehydes via a cationic radical enamine intermediate was performed under environmentally benign electro-oxidation conditions without the use of chemical oxidants To promote the desired a-alkylation reaction of aldehydes, various aldehydes with xanthene or cycloheptatriene groups were exposed to electro-organocatalytic conditions to afford optically active usubstituted aldehydes (alpha-alkylated aldehydes) in good yield A reaction mechanism involving the cationic radical enamine was proposed based on the cyclic voltammetry (CV) results, DFT calculations, and control experiments.