Synthesis of 2,3-Dialkylated Tartaric Acid Esters via Visible Light Photoredox-Catalyzed Reductive Dimerization of alpha-Ketoesters
Synthesis of 2,3-Dialkylated Tartaric Acid Esters via Visible Light Photoredox-Catalyzed Reductive Dimerization of alpha-Ketoesters
复制标题
可见光光氧化还原催化 α-酮酯还原二聚合成 2,3-二烷基酒石酸酯
DOI：
10.1021/acsomega.7b00749
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发表时间：
2017
期刊：
影响因子：
4.1
通讯作者：
Yao Zhu-Jun
中科院分区：
文献类型：
--
作者：
Zhu Jing;Yuan Yi;Wang Shaozhong;Yao Zhu-Jun
A mild transition-metal-free protocol to prepare 2,3-dialkylated tartaric acid esters has been developed by taking advantage of a visible light photoredox-catalyzed reductive dimerization of α-ketoesters with a combination of an organic dye photocatalyst and a Hantzsch-type 1,4-dihydropyridine hydrogen donor. A broad range of functional groups including cyclopropane, alkene, alkyne, 4-methoxybenzyl ether, acetal, silyl ether, carbamate, cyclic ether, cyclic thioether, bromoalkane, andN-alkoxyphthalimide are well-compatible. By employing the visible light photoredox-catalyzed reductive coupling and the subsequent optical resolution, both enantioenriched diastereomers of 2,3-dialkylated tartaric acid could be acquired conveniently.
