Enantioselective Copper-Catalyzed Defluoroalkylation Using Arylboronate-Activated Alkyl Grignard Reagents

被引：153

作者：

Wang, Minyan ^{[1
]}

Pu, Xinghui ^{[1
]}

Zhao, Yunfei ^{[1
]}

Wang, Panpan ^{[1
]}

Li, Zexian ^{[1
]}

Zhu, Chendan ^{[1
]}

Shi, Zhuangzhi ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 29期

基金：

中国国家自然科学基金;

关键词：

GEM-DIFLUOROALKENES; ZINC TRANSMETALATION; ROBUSTNESS SCREEN; RAPID ASSESSMENT; DIAZO-COMPOUNDS; ATE COMPLEXES; HALIDES; TRIFLUOROMETHYLATION; DIFLUOROOLEFINATION; REARRANGEMENT;

D O I：

10.1021/jacs.8b04902

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 tetraor-ganoborate complexes generated in situ were the key reactive species for this transformation.

引用

页码：9061 / 9065

页数：5

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