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题名: Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of alpha-Alkyl-beta-ketoesters via Dynamic Kinetic Resolution
作者: Hou, Chuan-Jin1, 2;  Hu, Xiang-Ping1
刊名: ORGANIC LETTERS
发表日期: 2016-11-04
DOI: 10.1021/acs.orglett.6b02828
卷: 18, 期:21, 页:5592-5595
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
英文摘要: A new class of sterically hindered chiral ferrocenyl P,N,N-ligands have been prepared through a two-step transformation from (S-c,R-p)-PPFNH2, in which a new (R)-stereogenic center at the pyridinylmethyl position was generated in high diastereoselectivity. With these newly developed P,N,N-ligands, Ir-catalyzed asymmetric hydrogenation of various alpha-alkyl substituted beta-aryl-beta-ketoesters via dynamic kinetic resolution has been realized in high diastereo- and enantioselectivities for the first time, which led to a variety of optically active anti-beta-hydroxyesters in up to 99% ee. The study indicated that the additional stereocenter at the pyridinylmethyl position of these ligands is crucial to realize this hydrogenation.
关键词[WOS]: KETO ESTER HYDROCHLORIDES ;  FORMAL 3+2 CYCLOADDITION ;  DECARBOXYLATIVE PROPARGYLIC ALKYLATION ;  3-OXO CARBOXYLIC ESTERS ;  AMINO ACID-ESTERS ;  ASYMMETRIC HYDROGENATION ;  ENANTIOSELECTIVE HYDROGENATION ;  IRIDIUM CATALYSTS ;  STEREOSELECTIVE-SYNTHESIS ;  DIPHOSPHINE LIGANDS
语种: 英语
WOS记录号: WOS:000387303200037
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/150350
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, 457 Zhongshan Rd, Dalian 116023, Peoples R China
2.Dalian Polytech Univ, Sch Light Ind & Chem Engn, Dalian 116034, Peoples R China

Recommended Citation:
Hou, Chuan-Jin,Hu, Xiang-Ping. Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of alpha-Alkyl-beta-ketoesters via Dynamic Kinetic Resolution[J]. ORGANIC LETTERS,2016,18(21):5592-5595.
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