Synthesis of new amidophosphite ligand and its application in Ir-catalyzed asymmetric hydrogenation of heterocyclic compounds

被引：0
|
作者：
S. E. Lyubimov
D. V. Ozolin
A. A. Pavlov
I. N. Fedorova
V. S. Velezheva
V. A. Davankov
机构：
[1] Russian Academy of Sciences,A. N. Nesmeyanov Institute of Organoelement Compounds
来源：
Russian Chemical Bulletin | 2013年 / 62卷
关键词：
asymmetric hydrogenation; amidophosphite; iridium; heterocyclic compounds;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A new chiral amidophosphite ligand was synthesized and tested in the iridium-catalyzed hydrogenation of heterocyclic compounds. The enantioselectivity of hydrogenation of 2-methylquinoline considerably increases when piperidine hydrochloride is used as an additive. The hydrogenation reaction of 8-methyl-2,4,5,6-tetrahydro-1H-pyrazino[3,2,1-jk]carbazole by metal complex was conducted for the first time to prepare enantiomerically enriched antidepressant Pyrazidol.
引用
收藏
页码：1405 / 1408
页数：3
相关论文
共 50 条
  • [21] Synthesis and application of chiral phosphino-imidazoline ligands: Ir-catalyzed enantioselective hydrogenation
    Menges, F
    Neuburger, M
    Pfaltz, A
    ORGANIC LETTERS, 2002, 4 (26) : 4713 - 4716
  • [22] Synthesis of a new class of conformationally rigid phosphino-oxazolines: Highly enantioselective ligands for Ir-catalyzed asymmetric hydrogenation
    Liu, D
    Tang, WJ
    Zhang, X
    ORGANIC LETTERS, 2004, 6 (04) : 513 - 516
  • [23] Synthesis of new monodentate spiro phosphoramidite ligand and its application in Rh-catalyzed asymmetric hydrogenation reactions
    Wu, SL
    Zhang, WC
    Zhang, ZG
    Zhang, XM
    ORGANIC LETTERS, 2004, 6 (20) : 3565 - 3567
  • [24] Asymmetric synthesis of organoborons via Ir-catalyzed stereoconvergent reactions
    Sun, Yu-Wen
    Gao, De-Wei
    CHEM CATALYSIS, 2024, 4 (02):
  • [25] Spiro-Josiphos Ligands for the Ir-Catalyzed Asymmetric Synthesis of Chiral Amines under Hydrogenation Conditions
    Li, Bin
    Zhou, Gang
    Zhang, Dongxu
    Yao, Lin
    Li, Muqiong
    Yang, Guidong
    Zhang, Shengyong
    Nie, Huifang
    ORGANIC LETTERS, 2024, 26 (10) : 2097 - 2102
  • [26] Ir-Catalyzed Asymmetric Hydrogenation of Unprotected Indoles: Scope Investigations and Mechanistic Studies
    Liu, Gongyi
    Zheng, Lini
    Tian, Kui
    Wang, Haifeng
    Chung, Lung Wa
    Zhang, Xumu
    Dong, Xiu-Qin
    CCS CHEMISTRY, 2023, 5 (06): : 1398 - 1410
  • [27] Ir-catalyzed asymmetric hydrogenation of ketones using novel PNO phosphine ligands
    Zhang, Shaoke
    Duan, Yanan
    Zeng, Liyao
    Wen, Jialin
    Zhang, Xumu
    CHINESE SCIENCE BULLETIN-CHINESE, 2021, 66 (25): : 3318 - 3324
  • [28] Ir-catalyzed Sequential Asymmetric Allylic Substitution/Olefin Isomerization for the Synthesis of Axially Chiral Compounds
    Zhao, Qing-Ru
    Jiang, Ru
    You, Shu-Li
    ACTA CHIMICA SINICA, 2021, 79 (09) : 1107 - 1112
  • [29] New P,N Ligands for asymmetric Ir-catalyzed reactions
    Bunlaksananusorn, T
    Polborn, K
    Knochel, P
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (33) : 3941 - 3943
  • [30] Synthesis of a novel spiro bisphosphinite ligand and its application in Rh-catalyzed asymmetric hydrogenation
    Guo, ZQ
    Guan, XY
    Chen, ZY
    TETRAHEDRON-ASYMMETRY, 2006, 17 (03) : 468 - 473
12345