Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Copper-Catalyzed Chemoselective and Enantioselective Friedel–Crafts 1,2-Addition of Pyrrole with β,γ-Unsaturated α-Ketoesters

Copper-Catalyzed Chemoselective and Enantioselective Friedel–Crafts 1,2-Addition of Pyrrole with β,γ-Unsaturated α-Ketoesters
Zhiyong Wang, Sheng Zhang, Zhenggen Zha, Jianan Sun, Yanan Li, Yanbin Hu
A Friedel–Crafts alkylation of pyrrole was developed to afford the β,γ-unsaturated α-hydroxy esters bearing a quaternary stereogenic center with good enantioselectivities and yields. This protocol represents the first report of 1,2-addition of Friedel–Crafts alkylation of pyrrole to β,γ-unsaturated α-ketoesters.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00159

DOI: 10.1021/acs.joc.7b00159

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