Merging Iron Catalysis and BiocatalysisIron Carbonyl Complexes as Efficient Hydrogen Autotransfer Catalysts in Dynamic Kinetic Resolutions

被引：67
作者：
El-Sepelgy, Osama [1 ]
Alandini, Nurtalya [1 ]
Rueping, Magnus [1 ,2 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
[2] KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 43期
关键词：
chiral alcohols; hydrogenases; kinetic resolution; lipases; reduction; OPPENAUER-TYPE OXIDATION; SECONDARY ALCOHOLS; ENZYMATIC RESOLUTION; REDUCTIVE AMINATION; ORGANIC-SYNTHESIS; ALLYLIC ALCOHOLS; ENANTIOSELECTIVE HYDROGENATION; CYCLOPENTADIENONE CATALYST; TRANSITION-METAL; AMINES;
D O I：
10.1002/anie.201606197
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A dual catalytic iron/lipase system has been developed and applied in the dynamic kinetic resolution of benzylic and aliphatic secondary alcohols. A detailed study of the Knolker-type iron complexes demonstrated the hydrogen autotransfer of alcohols to proceed under mild reaction conditions and allowed the combination with the enzymatic resolution. Different racemic alcohols were efficiently converted to chiral acetates in good yields and with excellent enantioselectivities.
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收藏
页码：13602 / 13605
页数：4
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共 75 条
  • [71] Iron catalysed direct alkylation of amines with alcohols
    Yan, Tao
    Feringa, Ben L.
    Barta, Katalin
    [J]. NATURE COMMUNICATIONS, 2014, 5
  • [72] Zhou S., 2011, ANGEW CHEM, V123, P5226
  • [73] Cooperative Transition-Metal and Chiral Bronsted Acid Catalysis: Enantioselective Hydrogenation of Imines To Form Amines
    Zhou, Shaolin
    Fleischer, Steffen
    Junge, Kathrin
    Beller, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (22) : 5120 - 5124
  • [74] Dynamic kinetic resolution of secondary alcohols combining enzyme-catalyzed transesterification and zeolite-catalyzed racemization
    Zhu, Yongzhong
    Fow, Kam-Loon
    Chuah, Gaik-Khuan
    Jaenicke, Stephan
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (02) : 541 - 547
  • [75] Amine(imine)diphosphine Iron Catalysts for Asymmetric Transfer Hydrogenation of Ketones and Imines
    Zuo, Weiwei
    Lough, Alan J.
    Li, Young Feng
    Morris, Robert H.
    [J]. SCIENCE, 2013, 342 (6162) : 1080 - 1083
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