DICP OpenIR
Subject Area物理化学
Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation
Chen, Qing-An1; Gao, Kai1; Duan, Ying1; Ye, Zhi-Shi1; Shi, Lei1; Yang, Yan1; Zhou, Yong-Gui1,2; Zhou YG(周永贵)
Source PublicationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY
2012-02-01
DOI10.1021/ja211684v
Volume134Issue:4Pages:2442-2448
Indexed BySCI ; IC ; CCR
SubtypeArticle
Department2
Funding Project201
Contribution Rank1,1
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordENANTIOSELECTIVE TRANSFER HYDROGENATION ; ORGANOCATALYTIC TRANSFER HYDROGENATION ; IRIDIUM-CATALYZED HYDROGENATION ; BRONSTED ACID CATALYSIS ; ALPHA-IMINO ESTERS ; CHIRAL PHOSPHORIC-ACIDS ; N-H KETIMINES ; HANTZSCH ESTERS ; HETEROAROMATIC-COMPOUNDS ; REDUCTIVE AMINATION
AbstractA new and easily regenerable NAD(P)H model 9,10-dihydrophenanthridine (DHPD) has been designed for biomimetic asymmetric hydrogenation of imines and aromatic compounds. This reaction features the use of hydrogen gas as terminal reductant for the regeneration of the DHPD under the mild condition. Therefore, the substrate scope is not limited in benzoxazinones; the biomimetic asymmetric hydrogenation of benzoxazines, quinoxafines, and quinolines also gives excellent activities and enantioselectivities. Meanwhile, an unexpected reversal of enantioselectivity was observed between the reactions promoted by the different NAD(P)H models, which is ascribed to the different hydride transfer pathway.
Language英语
WOS IDWOS:000301084600085
Citation statistics
Cited Times:161[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/118376
Collection中国科学院大连化学物理研究所
Corresponding AuthorZhou YG(周永贵)
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
Recommended Citation
GB/T 7714
Chen, Qing-An,Gao, Kai,Duan, Ying,et al. Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2012,134(4):2442-2448.
APA Chen, Qing-An.,Gao, Kai.,Duan, Ying.,Ye, Zhi-Shi.,Shi, Lei.,...&周永贵.(2012).Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,134(4),2442-2448.
MLA Chen, Qing-An,et al."Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 134.4(2012):2442-2448.
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