Merging Gold and Organocatalysis: A Facile Asymmetric Synthesis of Annulated Pyrroles

被引:25
作者
Hack, Daniel [1 ]
Loh, Charles C. J. [1 ]
Hartmann, Jan M. [1 ]
Raabe, Gerhard [1 ]
Enders, Dieter [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
基金
欧洲研究理事会;
关键词
annulation; gold catalysis; organocatalysis; primary-amine catalysis; pyrroles; FRIEDEL-CRAFTS ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; CATALYZED REACTIONS; HYDROARYLATION; ALDEHYDES; ENONES; FUNCTIONALIZATION; CARBOCYCLIZATION; HYDROGENATION; REACTIVITY;
D O I
10.1002/chem.201400407
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The combination of cinchona-alkaloid-derived primary amine and Au-I-phosphine catalysts allowed the selective CH functionalization of two adjacent carbon atoms of pyrroles under mild reaction conditions. This sequential dual activation provides seven-membered-ring-annulated pyrrole derivatives in excellent yields and enantioselectivities.
引用
收藏
页码:3917 / 3921
页数:5
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