Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution

被引：37
作者：
Gu, Guoxian [1 ]
Lu, Jiaxiang [1 ]
Yu, Ouran [1 ]
Wen, Jialin [1 ,2 ]
Yin, Qin [1 ,2 ]
Zhang, Xumu [1 ]
机构：
[1] Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China
[2] Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 07期
关键词：
ASYMMETRIC TRANSFER HYDROGENATION; KETO ESTER HYDROCHLORIDES; HYDROXY ESTERS; BAKERS-YEAST; SYN-1,2-DIOL DERIVATIVES; AMINO ESTERS; AMIDO ESTERS; ANTI; LIGANDS; REDUCTION;
D O I：
10.1021/acs.orglett.8b00433
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An iridium/f-amphol catalytic system for the enantioselective hydrogenation of alpha-substituted beta-ketoesters via dynamic kinetic resolution is reported. The desired anti products were obtained in high yields (up to 98%) with good diastereoselectivity (up to 96:4 diastereometic ratio (dr)) and excellent enantioselectivity (up to >99% enantiomeric excess (ee)). A catalytic model is proposed to explain the stereoselectivity.
引用
收藏
页码：1888 / 1892
页数：5
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