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电合成与双功能 Squaramide 催化在不对称脱三氟乙酰化烷基化反应中的融合。

Merging Electrosynthesis and Bifunctional Squaramide Catalysis in the Asymmetric Detrifluoroacetylative Alkylation Reactions.

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale, University of Science and Technology of China, Hefei, 230026, China.

出版信息

Angew Chem Int Ed Engl. 2020 Oct 12;59(42):18500-18504. doi: 10.1002/anie.202006903. Epub 2020 Aug 20.

DOI:10.1002/anie.202006903
PMID:32652737
Abstract

An enantioselective bifunctional squaramide-catalyzed detrifluoroacetylative alkylation reaction has been developed under electrochemical conditions. The unified strategy based on this key tandem methodology has been divergently explored for the asymmetric synthesis of fluorine-containing target molecules with good stereocontrol (up to 95 % ee). Furthermore, this asymmetric catalytic reaction combines the benefits of electrosynthesis and organocatalysis for the preparation of biologically relevant products containing C-F tertiary stereogenic centers.

摘要

电化学条件下开发了对映选择性双功能酰亚胺催化的去三氟乙酰基烷基化反应。基于此关键串联方法学的统一策略已被深入探索,用于具有良好立体控制(高达 95%ee)的含氟目标分子的不对称合成。此外,这种不对称催化反应结合了电合成和有机催化的优点,用于制备含有 C-F 三级立体手性中心的生物相关产物。

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