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Enantioselective Electrochemical Lactonization Using Chiral Iodoarenes as Mediators
Synthesis ( IF 2.2 ) Pub Date : 2018-10-25 , DOI: 10.1055/s-0037-1610373
Wen-Chao Gao , Zi-Yue Xiong , Shafigh Pirhaghani , Thomas Wirth 1
Affiliation  

Published as part of the 50 Years SYNTHESISGolden Anniversary Issue

Abstract

The enantioselective electrochemical lactonization of diketo acid derivatives using chiral iodoarenes as redox mediators is reported for the first time. Good to high stereoselectivities are observed in the lactonization and also in intermolecular α-alkoxylations of diketo ester derivatives. This enantioselective process was then adapted to an electrochemical flow microreactor where only small amounts of supporting electrolyte were necessary.

The enantioselective electrochemical lactonization of diketo acid derivatives using chiral iodoarenes as redox mediators is reported for the first time. Good to high stereoselectivities are observed in the lactonization and also in intermolecular α-alkoxylations of diketo ester derivatives. This enantioselective process was then adapted to an electrochemical flow microreactor where only small amounts of supporting electrolyte were necessary.



中文翻译:

使用手性碘芳烃作为介体的对映选择性电化学修饰

作为《五十周年综合报告》的一部分发行-金色周年纪念日

抽象的

首次报道了使用手性碘芳烃作为氧化还原介体的二酮酸衍生物的对映选择性电化学内酯化。在内酯化以及二酮酯衍生物的分子间α-烷氧基化中观察到良好至高的立体选择性。然后,该对映选择性过程适用于仅需要少量支持电解质的电化学流微反应器。

首次报道了使用手性碘芳烃作为氧化还原介体的二酮酸衍生物的对映选择性电化学内酯化。在内酯化以及二酮酯衍生物的分子间α-烷氧基化中观察到良好至高的立体选择性。然后,该对映选择性过程适用于仅需要少量支持电解质的电化学流微反应器。

更新日期:2018-10-25
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