Recent Advances in Iridium-Catalyzed Asymmetric Hydrogenation: New Catalysts, Substrates and Applications in Total Synthesis

被引:9
作者
Ganic, Adnan [1 ]
Rageot, Denise [1 ]
Troendlin, Lars [1 ]
Pfaltz, Andreas [1 ]
机构
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
基金
瑞士国家科学基金会;
关键词
Asymmetric catalysis; Boron; Hydrogenation; Iridium; Natural products; P; O-Ligands; HIGHLY ENANTIOSELECTIVE HYDROGENATION; ABSOLUTE-CONFIGURATION; FORMAL SYNTHESIS; C=C BOND; OLEFINS; LIGANDS; ALPHA; CONSTRUCTION; COMPLEXES; VERSATILE;
D O I
10.2533/chimia.2012.187
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iridium-catalyzed asymmetric hydrogenation has emerged as a highly efficient method for the synthesis of enantiomerically pure compounds. This account summarizes our recent efforts in this field. We have developed a new type of P,O-ligand that was successfully applied to the asymmetric hydrogenation of alpha,beta-unsaturated carbonyl compounds. Furthermore we have demonstrated the potential of known iridium catalysts in the hydrogenation of alpha,beta-unsaturated boronic esters. And finally we could demonstrate the utility of iridium-catalyzed asymmetric hydrogenation in the formal synthesis of the natural product Platensimycin.
引用
收藏
页码:187 / 191
页数:5
相关论文
共 50 条
  • [1] Development of iridium-catalyzed asymmetric hydrogenation: New catalysts, new substrate scope
    Cadu, Alban
    Andersson, Pher G.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 714 : 3 - 11
  • [2] Iridium-Catalyzed Asymmetric Hydrogenation of Unfunctionalized, Trialkyl-Substituted Olefins
    Wang, Aie
    Fraga, Rui P. A.
    Hoermann, Esther
    Pfaltz, Andreas
    CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (02) : 599 - 606
  • [3] Iridium-Catalyzed Asymmetric Hydrogenation of Substituted Pyridines
    Cadu, Alban
    Upadhyay, Puspesh K.
    Andersson, Pher G.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2 (12) : 1061 - 1065
  • [4] Iridium-Catalyzed Asymmetric Hydrogenation of α-Alkylidene Succinimides
    Liu, Yuanyuan
    Zhang, Wanbin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (08) : 2203 - 2206
  • [5] Iridium-Catalyzed Asymmetric Hydrogenation of Imines
    Baeza, Alejandro
    Pfaltz, Andreas
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (13) : 4003 - 4009
  • [6] Iridium-Catalyzed Asymmetric Hydrogenation
    Margalef, Jessica
    Pamies, Oscar
    Dieguez, Montserrat
    IRIDIUM CATALYSTS FOR ORGANIC REACTIONS, 2021, 69 : 153 - 205
  • [7] Iridium-Catalyzed Asymmetric Hydrogenation of Unfunctionalized Enamines
    Baeza, Alejandro
    Pfaltz, Andreas
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (10) : 2266 - 2269
  • [8] Methylaluminoxane as an Alternative for BArF in the Iridium-Catalyzed Asymmetric Hydrogenation of Imines
    Mrsic, Natasa
    Panella, Lavinia
    IJpeij, Edwin G.
    Minnaard, Adriaan J.
    Feringa, Ben L.
    de Vries, Johannes G.
    CHEMCATCHEM, 2011, 3 (07) : 1139 - 1142
  • [9] Iridium-Catalyzed Asymmetric Hydrogenation of Quinoline Derivatives with C3*-TunePhos
    Gou, Fa-Rong
    Li, Wei
    Zhang, Xumu
    Liang, Yong-Min
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (14-15) : 2441 - 2444
  • [10] Iridium-catalyzed asymmetric hydrogenation of vinyl ethers
    Zhu, Ye
    Burgess, Kevin
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (7-8) : 979 - 983