Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
4 years ago

Enantioselective Copper-Catalyzed Alkylation of Quinoline N-Oxides with Vinylarenes

Hui Leng Sang, Songjie Yu, Shaozhong Ge
We report an asymmetric copper-catalyzed alkylation of quinoline N-oxides with chiral Cu-alkyl species generated by migratory insertion of vinylarene into a chiral Cu-H complex. A variety of quinoline N-oxides and vinylarenes underwent this Cu-catalyzed enantioselective alkylation reaction, yielding the corresponding chiral alkylated N-heteroarenes in high isolated yields with high to excellent enantioselectivities. This enantioselective protocol represents the first general and practical approach to access a wide range of chiral alkylated quinolines.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709411

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