Iridium-Catalyzed Asymmetric Hydrogenation of Cyclic Enamines

被引:137
|
作者
Hou, Guo-Hua
Xie, Jian-Hua
Yan, Pu-Cha
Zhou, Qi-Lin [1 ]
机构
[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
AMINO-ACID-DERIVATIVES; ENANTIOSELECTIVE HYDROGENATION; ALLYLIC AMINATION; LIGANDS; PHOSPHORAMIDITE; ETHERIFICATION; COMPLEXES; ALKALOIDS; ARYL;
D O I
10.1021/ja808358r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first highly enantioselective iridium-catatyzed hydrogenation of cyclic enamines has been developed. This new reaction provided an efficient method for the synthesis of optically active cyclic tertiary amines including natural product crispine A.
引用
收藏
页码:1366 / +
页数:3
相关论文
共 50 条
  • [31] Iridium-Catalyzed Asymmetric Hydrogenation of γ- and δ-Ketoacids for Enantioselective Synthesis of γ- and δ-Lactones
    Hua, Yun-Yu
    Bin, Huai-Yu
    Wei, Tao
    Cheng, Hou-An
    Lin, Zu-Peng
    Fu, Xing-Feng
    Li, Yuan-Qiang
    Xie, Jian-Hua
    Yan, Pu-Cha
    Zhou, Qi-Lin
    ORGANIC LETTERS, 2020, 22 (03) : 818 - 822
  • [32] A mechanistic investigation of an Iridium-catalyzed asymmetric hydrogenation of pyridinium salts
    Huang, Yuhua
    Liu, Shaodong
    Liu, Yizhou
    Chen, Yonggang
    Weisel, Mark
    Williamson, R. Thomas
    Davies, Ian W.
    Zhang, Xumu
    TETRAHEDRON, 2018, 74 (17) : 2182 - 2190
  • [33] Regioselective and enantioselective iridium-catalyzed allylation of enamines
    Weix, Daniel J.
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (25) : 7720 - +
  • [34] Chiral Polymeric Diamine Ligands for Iridium-Catalyzed Asymmetric Transfer Hydrogenation
    Lin, Yaodong
    Xu, Guangqing
    Tang, Wenjun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (40) : 27736 - 27744
  • [35] Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols
    Yang, Xiao-Hui
    Yue, Hai-Tao
    Yu, Na
    Li, Yi-Pan
    Xie, Jian-Hua
    Zhou, Qi-Lin
    CHEMICAL SCIENCE, 2017, 8 (03) : 1811 - 1814
  • [36] Highly Efficient Iridium-Catalyzed Asymmetric Hydrogenation of Unprotected β-Enamine Esters
    Hou, Guohua
    Li, Wei
    Ma, Miaofeng
    Zhang, Xiaowei
    Zhang, Xumu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (37) : 12844 - 12846
  • [37] On the Mechanism of Iridium-Catalyzed Asymmetric Hydrogenation of Imines and Alkenes: A Theoretical Study
    Hopmann, Kathrin Helen
    Bayer, Annette
    ORGANOMETALLICS, 2011, 30 (09) : 2483 - 2497
  • [38] Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water
    Wang, Lixian
    Lin, Jin
    Xia, Chungu
    Sun, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (23): : 16641 - 16651
  • [39] Iridium-Catalyzed Asymmetric Hydrogenation of Unfunctionalized Exocyclic C=C Bonds
    Xia, Jingzhao
    Yang, Guoqiang
    Zhuge, Ruijing
    Liu, Yangang
    Zhang, Wanbin
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (51) : 18354 - 18357
  • [40] Iridium-Catalyzed Asymmetric Hydrogenation of Unsaturated Piperazin-2-ones
    Wang, Yanzhao
    Liu, Yuanyuan
    Li, Kun
    Yang, Guoqiang
    Zhang, Wanbin
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (11) : 1933 - 1941