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学科主题: 物理化学
题名: Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation
作者: Chen, Qing-An1;  Gao, Kai1;  Duan, Ying1;  Ye, Zhi-Shi1;  Shi, Lei1;  Yang, Yan1;  Zhou, Yong-Gui1, 2
通讯作者: 周永贵
刊名: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
发表日期: 2012-02-01
DOI: 10.1021/ja211684v
卷: 134, 期:4, 页:2442-2448
收录类别: SCI ;  IC ;  CCR
文章类型: Article
部门归属: 2
项目归属: 201
产权排名: 1,1
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: A 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.
关键词[WOS]: ENANTIOSELECTIVE 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
语种: 英语
WOS记录号: WOS:000301084600085
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/118376
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.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:
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.
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