Highly efficient synthesis of chiral aromatic ketones via Rh-catalyzed asymmetric hydrogenation of β,β-disubstituted enones

被引:22
作者
Zhang, Tao [1 ]
Jiang, Jun [2 ]
Yao, Lin [3 ]
Geng, Huiling [1 ]
Zhang, Xumu [4 ]
机构
[1] Northwest A&F Univ, Sch Pharm & Chem, Yangling 712100, Shaanxi, Peoples R China
[2] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
[3] Fourth Mil Med Univ, Sch Chem & Pharm, Xian 710032, Shaanxi, Peoples R China
[4] South Univ Sci & Technol, Dept Chem, Guangzhou 518055, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
CONJUGATE ADDITION; ALPHA; BETA-UNSATURATED KETONES; THIOUREA; LIGANDS; 1,4-ADDITION; DIETHYLZINC; REDUCTION; COMPLEXES;
D O I
10.1039/c7cc04045h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A succinct and efficient protocol was developed for the synthesis of chiral aromatic ketones via asymmetric hydrogenation of beta,beta-disubstituted enones with rhodium catalysts based on chiral bisphosphine thiourea ligands. A series of substrates (17 examples) was smoothly catalyzed to afford the corresponding chiral aromatic ketones in high conversions (>99%) with excellent enantioselectivities (up to 96% ee).
引用
收藏
页码:9258 / 9261
页数:4
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