DICP OpenIR
Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models
Wang, Jie1,2; Zhu, Zhou-Hao1; Chen, Mu-Wang1; Chen, Qing-An1; Zhou, Yong-Gui1,3
Corresponding AuthorZhou, Yong-Gui(ygzhou@dicp.ac.cn)
Keywordalkenes asymmetric synthesis biomimetic chemistry reduction synthetic methods
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2019-02-04
ISSN1433-7851
DOI10.1002/anie.201813400
Volume58Issue:6Pages:1813-1817
Funding ProjectNational 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]
Funding OrganizationNational 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
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordORGANOCATALYTIC TRANSFER HYDROGENATION ; HYDROAMINATION/ASYMMETRIC TRANSFER HYDROGENATION ; ENANTIOSELECTIVE TRANSFER HYDROGENATION ; HANTZSCH ESTERS ; METAL-FREE ; NADH ; BENZOTHIAZOLINE ; QUINOLINES ; DEHYDROGENASE ; DERIVATIVES
AbstractThe 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.
Language英语
Funding OrganizationNational 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
WOS IDWOS:000458826800048
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/165975
Collection中国科学院大连化学物理研究所
Corresponding AuthorZhou, Yong-Gui
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, 457 Zhongshan Rd, Dalian 116023, Peoples R China
2.Univ Chinese Acad Sci, Beijing, Peoples R China
3.Dalian Univ Technol, Zhang Dayu Sch Chem, State Key Lab Fine Chem, Dalian, Peoples R China
Recommended Citation
GB/T 7714
Wang, Jie,Zhu, Zhou-Hao,Chen, Mu-Wang,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 Wang, Jie,Zhu, Zhou-Hao,Chen, Mu-Wang,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 Wang, Jie,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.
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