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

被引：56

作者：

Yu, Songjie ^{[1
]}

Sang, Hui Leng ^{[1
]}

Ge, Shaozhong ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 50期

关键词：

alkylation; asymmetric catalysis; copper; quinoline N-oxides; vinylarenes; CROSS-COUPLING REACTIONS; H BOND ADDITION; FORMAL HYDROAMINATION; ASYMMETRIC-SYNTHESIS; ALPHA-ARYLATION; CUH; ARYL; PYRIDINES; ALKENES; HYDROACYLATION;

D O I：

10.1002/anie.201709411

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An asymmetric copper-catalyzed alkylation of quinoline N-oxides with chiral Cu-alkyl species, generated by migratory insertion of a vinylarene into a chiral Cu-H complex, is reported. A variety of quinoline N-oxides and vinylarenes underwent this Cu-catalyzed enantioselective alkylation reaction, affording the corresponding chiral alkylated N-heteroarenes in high yield with high-to-excellent enantioselectivity. This enantioselective protocol represents the first general and practical approach to access a wide range of chiral alkylated quinolines.

引用

页码：15896 / 15900

页数：5

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