Enantioselective Copper-Catalyzed Defluoroalkylation Using Arylboronate-Activated Alkyl Grignard Reagents,Journal of the American Chemical Society

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Enantioselective Copper-Catalyzed Defluoroalkylation Using Arylboronate-Activated Alkyl Grignard Reagents
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-07-10 , DOI: 10.1021/jacs.8b04902
Minyan Wang ₁ , Xinghui Pu ₁ , Yunfei Zhao ₁ , Panpan Wang ₁ , Zexian Li ₁ , Chendan Zhu ₁ , Zhuangzhi Shi ₁

Affiliation

A copper-catalyzed system has been introduced for the enantioselective defluoroalkylation of linear 1-(trifluoromethyl)alkenes through C-F activation to synthesize various gem-difluoroalkenes as carbonyl mimics. For the first time, arylboronate-activated alkyl Grignard reagents were uncovered in this cross-coupling reaction. Mechanistic studies confirmed that the tetraorganoborate complexes generated in situ were the key reactive species for this transformation.

中文翻译：

使用芳基硼酸酯活化的烷基格氏试剂对映选择性铜催化脱氟烷基化

引入了一种铜催化系统，用于通过 CF 活化对线性 1-（三氟甲基）烯烃进行对映选择性脱氟烷基化，以合成各种作为羰基模拟物的双氟烯烃。在这种交叉偶联反应中，首次发现了芳基硼酸酯活化的烷基格氏试剂。机理研究证实，原位生成的四有机硼酸盐配合物是这种转化的关键反应物质。

更新日期：2018-07-10

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