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Updated: Mar 22, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Rhodium(II)-Catalyzed C-H Functionalization of Electron-Deficient Methyl Groups
Liangbing Fu1, David M Guptill1, Huw M L Davies1
1Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
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.
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