Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models
文献类型:期刊论文
作者 | Chen, Mu-Wang2; Wang, Jie1,2; Zhu, Zhou-Hao2; Chen, Qing-An2; Zhou, Yong-Gui2,3 |
刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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出版日期 | 2019-02-04 |
卷号 | 58期号:6页码:1813-1817 |
关键词 | alkenes asymmetric synthesis biomimetic chemistry reduction synthetic methods |
ISSN号 | 1433-7851 |
DOI | 10.1002/anie.201813400 |
通讯作者 | Zhou, Yong-Gui(ygzhou@dicp.ac.cn) |
英文摘要 | The development of biomimetic chemistry based on the NAD(P)H with hydrogen gas as terminal reductant is a long-standing challenge. Through rational design of the chiral and regenerable NAD(P)H analogues based on planarchiral ferrocene, a biomimetic asymmetric reduction has been realized using bench-stable Lewis acids as transfer catalysts. A broad set of alkenes and imines could be reduced with up to 98% yield and 98% ee, likely enabled by enzyme-like cooperative bifunctional activation. This reaction represents the first general biomimetic asymmetric reduction (BMAR) process enabled by chiral and regenerable NAD(P)H analogues. This concept demonstrates catalytic utility of a chiral coenzyme NAD(P)H in asymmetric catalysis. |
WOS关键词 | ORGANOCATALYTIC TRANSFER HYDROGENATION ; HYDROAMINATION/ASYMMETRIC TRANSFER HYDROGENATION ; ENANTIOSELECTIVE TRANSFER HYDROGENATION ; HANTZSCH ESTERS ; METAL-FREE ; NADH ; BENZOTHIAZOLINE ; QUINOLINES ; DEHYDROGENASE ; DERIVATIVES |
资助项目 | National Natural Science Foundation of China[21532006] ; National Natural Science Foundation of China[21690074] ; Dalian Institute of Chemical Physics[DMTO201501] ; Chinese Academy of Sciences[XDB17020300] ; Chinese Academy of Sciences[QYZDJ-SSW-SLH035] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000458826800048 |
出版者 | WILEY-V C H VERLAG GMBH |
资助机构 | National Natural Science Foundation of China ; National Natural Science Foundation of China ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; Chinese Academy of Sciences ; Chinese Academy of Sciences |
源URL | [http://cas-ir.dicp.ac.cn/handle/321008/165974] ![]() |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
通讯作者 | Zhou, Yong-Gui |
作者单位 | 1.Univ Chinese Acad Sci, Beijing, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, 457 Zhongshan Rd, Dalian 116023, Peoples R China 3.Dalian Univ Technol, Zhang Dayu Sch Chem, State Key Lab Fine Chem, Dalian, Peoples R China |
推荐引用方式 GB/T 7714 | Chen, Mu-Wang,Wang, Jie,Zhu, Zhou-Hao,et al. Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2019,58(6):1813-1817. |
APA | Chen, Mu-Wang,Wang, Jie,Zhu, Zhou-Hao,Chen, Qing-An,&Zhou, Yong-Gui.(2019).Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,58(6),1813-1817. |
MLA | Chen, Mu-Wang,et al."Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 58.6(2019):1813-1817. |
入库方式: OAI收割
来源:大连化学物理研究所
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