Highly Enantioselective Copper-Catalyzed Electrophilic Trifluoromethylation of β-Ketoesters

被引：195

作者：

Deng, Qing-Hai ^{[1
]}

Wadepohl, Hubert ^{[1
]}

Gade, Lutz H. ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Anorgan Chem, D-69120 Heidelberg, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 26期

关键词：

ASYMMETRIC TRIFLUOROMETHYLATION; DIASTEREOSELECTIVE TRIFLUOROMETHYLATION; RADICAL TRIFLUOROMETHYLATION; ALPHA-TRIFLUOROMETHYLATION; FLUORINE; KETONES; ALDEHYDES; ARENES; CARBON; MILD;

D O I：

10.1021/ja3039773

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective Cu-catalyzed trifluoromethylation of beta-ketoesters using commercially available trifluoromethylating reagents is reported. A number of alpha-CF3 beta-ketoesters are obtained with up to 99% ee. The trifluoromethylated products were then transformed diastereoselectively to alpha-CF3 beta-hydroxyesters with two adjacent quaternary stereocenters via a Grignard reaction.

引用

页码：10769 / 10772

页数：4

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