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

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

Journal of the American Chemical Society (2016-04-12)
Liangbing Fu, David M Guptill, Huw M L Davies
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.