Development of New P-Chiral P,π-Dihydrobenzooxaphosphole Hybrid Ligands for Asymmetric Catalysis

被引:32
|
作者
Sieber, Joshua D. [1 ]
Chennamadhavuni, Divya [1 ]
Fandrick, Keith R. [1 ]
Qu, Bo [1 ]
Han, Zhengxu S. [1 ]
Savoie, Jolaine [1 ]
Ma, Shengli [1 ]
Samankumara, Lalith P. [1 ]
Grinberg, Nelu [1 ]
Lee, Heewon [1 ]
Song, Jinhua J. [1 ]
Senanayake, Chris H. [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA
关键词
EFFECTIVE CORE POTENTIALS; PHOSPHINE-OLEFIN LIGANDS; MOLECULAR CALCULATIONS; N-TOSYLARYLIMINES; ATOM ECONOMY; RHODIUM; ARYLATION; HYDROGENATION; DIENE; ACIDS;
D O I
10.1021/ol5027798
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new family of P-chiral P,pi-hybrid ligands was prepared from the dihydrobenzooxaphosphole core. These new ligands were demonstrated to be both sterically and electronically tunable at the substituents on the phosphorus atom and the pi-system of the ligand. Application of these new ligands to the catalytic asymmetric addition of boronic acids to imine electrophiles was shown to proceed with high levels of enantioinduction.
引用
收藏
页码:5494 / 5497
页数:4
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