Ir-Catalyzed Asymmetric Hydroarylation of Alkynes for the Synthesis of Axially Chiral Heterobiaryls

被引:24
作者
Vazquez-Dominguez, Pablo [1 ,2 ,3 ]
Romero-Arenas, Antonio [1 ,2 ]
Fernandez, Rosario [2 ,3 ]
Maria Lassaletta, Jose [1 ,2 ]
Ros, Abel [1 ,2 ]
机构
[1] Inst Invest Quim CSIC US, Seville 41092, Spain
[2] Ctr Innovac Quim Avanzada ORFEO CINQA, Seville 41092, Spain
[3] Univ Seville, Dept Quim Organ, Seville 41012, Spain
关键词
asymmetric catalysis; iridium; C-H activation; hydroarylation; axial chirality; heterobiaryls; ELEMENT-ELEMENT ADDITIONS; C-H FUNCTIONALIZATION; ATROPOSELECTIVE SYNTHESIS; BIARYL COMPOUNDS; INTRAMOLECULAR HYDROARYLATION; ALKENYLATION; LIGANDS; CONSTRUCTION; EFFICIENT; BONDS;
D O I
10.1021/acscatal.2c04524
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The catalytic hydroarylation of alkynes has emerged as an excellent methodology for the synthesis of functionalized alkenes with excellent levels of regio-and stereocontrol (syn). However, in spite of the great progress in this field, the number of asymmetric methodologies is still scarce. Herein, we report an atroposelective Ir-catalyzed C-H hydroarylation of alkynes, which enables the asymmetric synthesis of axially chiral heterobiaryl trisubstituted olefins in good to high yields and enantioselectivities up to 98% ee.
引用
收藏
页码:42 / 48
页数:7
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