Development of Chiral Spiro P-N-S Ligands for Iridium-Catalyzed Asymmetric Hydrogenation of -Alkyl--Ketoesters

被引:73
作者
Bao, Deng-Hui [1 ,2 ]
Wu, Hui-Ling [1 ,2 ]
Liu, Chao-Lun [1 ,2 ]
Xie, Jian-Hua [1 ,2 ]
Zhou, Qi-Lin [1 ,2 ]
机构
[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; hydrogenation; iridium; ketoesters; spiro ligands; HIGHLY ENANTIOSELECTIVE HYDROGENATION; MINIMALLY FUNCTIONALIZED OLEFINS; PHOSPHORUS LIGANDS; AMINOPHOSPHINE LIGANDS; DIPHOSPHINE LIGANDS; BETA-KETOESTERS; NOBEL LECTURE; GROUP LEADS; KETONES; COMPLEXES;
D O I
10.1002/anie.201502860
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chiral tridentate spiro P-N-S ligands (SpiroSAP) were developed, and their iridium complexes were prepared. Introduction of a 1,3-dithiane moiety into the ligand resulted in a highly efficient chiral iridium catalyst for asymmetric hydrogenation of -alkyl--ketoesters, producing chiral -alkyl--hydroxyesters with excellent enantioselectivities (95-99.9% ee) and turnover numbers of up to 355000.
引用
收藏
页码:8791 / 8794
页数:4
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