Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of alpha-Alkyl-beta-ketoesters via Dynamic Kinetic Resolution | |
Hou, Chuan-Jin1,2; Hu, Xiang-Ping1 | |
刊名 | ORGANIC LETTERS
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2016-11-04 | |
卷号 | 18期号:21页码:5592-5595 |
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. |
WOS标题词 | Science & Technology ; Physical Sciences |
类目[WOS] | Chemistry, Organic |
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 |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000387303200037 |
内容类型 | 期刊论文 |
源URL | [http://cas-ir.dicp.ac.cn/handle/321008/150350] ![]() |
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 |
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 |
推荐引用方式 GB/T 7714 | 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. |
APA | Hou, Chuan-Jin,&Hu, Xiang-Ping.(2016).Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of alpha-Alkyl-beta-ketoesters via Dynamic Kinetic Resolution.ORGANIC LETTERS,18(21),5592-5595. |
MLA | Hou, Chuan-Jin,et al."Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of alpha-Alkyl-beta-ketoesters via Dynamic Kinetic Resolution".ORGANIC LETTERS 18.21(2016):5592-5595. |
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