Application of Chiral Olefin Ligands in Asymmetric Catalysis

被引:20
|
作者
Feng, Xiangqing [1 ]
Du, Haifeng [1 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
基金
中国国家自然科学基金;
关键词
chiral olefin ligand; asymmetric catalysis; chiral diene ligand; chiral P/alkene ligand; chiral S/alkene ligand; ARYL BORONIC ACIDS; PRIMARY ALLYLIC AMINES; ARYLBORONIC ACIDS; DIENE LIGANDS; PD(0)-CATALYZED DIAMINATION; CONJUGATE ADDITION; KINETIC RESOLUTION; TERMINAL OLEFINS; ALPHA-ALLYLATION; STEERING LIGANDS;
D O I
10.6023/cjoc201409026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As a novel class of potential ligands, chiral olefin ligands have attracted much attention. Chiral olefin ligands exhibit higher activity and selectivity than the traditional nitrogen, phosphine, oxide ligands in some reactions, and solved some problems that other ligands could not do. To enhance the coordination of the olefin ligands and the metal, heteroatoms were introduced to its backbone, several hybrid olefin ligands have been developed to increase the diversity of the ligands for further expanding the application of chiral olefin ligands. In this review, the recent advances in the development of chiral diene ligands, chiral phosphine olefin ligands and chiral sulfur olefin ligands, and their application in transition-metal catalyzed asymmetric reactions are reviewed.
引用
收藏
页码:259 / 272
页数:14
相关论文
共 99 条
  • [1] [Anonymous], 2011, LANCET, V378, P50
  • [2] [Anonymous], 2009, GUIDE MED AL
  • [3] Chiral Allene-Containing Phosphines in Asymmetric Catalysis
    Cai, Feng
    Pu, Xiaotao
    Qi, Xiangbing
    Lynch, Vincent
    Radha, Akella
    Ready, Joseph M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (45) : 18066 - 18069
  • [4] Pd-Catalyzed Asymmetric Allylic Etherizations with Oximes by Chiral Alkene-Phosphine Ligands
    Cao, Ziping
    Liu, Zhaoqun
    Liu, Yilin
    Du, Haifeng
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (15): : 6401 - 6406
  • [5] Pd-Catalyzed Asymmetric Allylic Alkylation of Indoles and Pyrroles by Chiral Alkene-Phosphine Ligands
    Cao, Ziping
    Liu, Yilin
    Liu, Zhaoqun
    Feng, Xiangqing
    Zhuang, Minyang
    Du, Haifeng
    [J]. ORGANIC LETTERS, 2011, 13 (09) : 2164 - 2167
  • [6] Development of Binaphthyl-Based Chiral Dienes for Rhodium(I)-Catalyzed Asymmetric Arylation of N,N-Dimethylsulfamoyl-Protected Aldimines
    Cao, Ziping
    Du, Haifeng
    [J]. ORGANIC LETTERS, 2010, 12 (11) : 2602 - 2605
  • [7] Chiral sulfoxide-olefin ligands: tunable stereoselectivity in Rh-catalyzed asymmetric 1,4-additions
    Chen, Guihua
    Gui, Jiangyang
    Cao, Peng
    Liao, Jian
    [J]. TETRAHEDRON, 2012, 68 (15) : 3220 - 3224
  • [8] Application of chiral N-tert-butylsulfinyl vinyl aziridines in Rh(I) catalyzed 1,4-addition of aryl boronic acids to cyclic enones
    Chen, Qian
    Chen, Chao
    Guo, Fang
    Xia, Wujiong
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (57) : 6433 - 6435
  • [9] Chiral olefins as steering ligands in asymmetric catalysis
    Defieber, Christian
    Gruetzmacher, Hansjoerg
    Carreira, Erick M.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (24) : 4482 - 4502
  • [10] Iridium-catalyzed synthesis of primary allylic amines from allylic alcohols: Sulfamic acid as amonia equivalent
    Defieber, Christian
    Ariger, Martin A.
    Moriel, Patricia
    Carreira, Erick M.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (17) : 3139 - 3143