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铑(II)催化的缺电子甲基 C-H 功能化反应。

Rhodium(II)-Catalyzed C-H Functionalization of Electron-Deficient Methyl Groups.

机构信息

Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States.

出版信息

J Am Chem Soc. 2016 May 11;138(18):5761-4. doi: 10.1021/jacs.6b01941. Epub 2016 Apr 26.

Abstract

Enantioselective C-H functionalization of relatively electron-deficient methyl sites was achieved with the combination of 2,2,2-trichloroethyl aryldiazoacetates and tetrakis(triarylcyclopropanecarboxylate) dirhodium catalysts. The substrate scope of the transformation was relatively broad, and C-H functionalization products were furnished with excellent levels of enantioselectivity. As a strategic reaction, crotonate derivatives give 1,6-dicarbonyl compounds, which are useful for further diversification.

摘要

通过 2,2,2-三氯乙基芳基重氮乙酸酯和四(三芳基环丙烷羧酸酯)二钌催化剂的组合,实现了相对缺电子甲基位点的对映选择性 C-H 官能化。该转化的底物范围相对较广,C-H 官能化产物具有出色的对映选择性。作为一种战略反应,巴豆酸盐衍生物生成 1,6-二羰基化合物,可用于进一步的多样化。

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