Current Methods for Asymmetric Halogenation of Olefins

被引:253
作者
Castellanos, Alejandro [1 ]
Fletcher, Stephen P. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
基金
英国工程与自然科学研究理事会;
关键词
alkenes; asymmetric catalysis; electrophilic addition; halogenation; homogeneous catalysis; ENANTIOSELECTIVE HALOCYCLIZATION; LEWIS-ACID; IODOCARBOCYCLIZATION; BROMOLACTONIZATION; HYDROHALOGENATION; IODOLACTONIZATION; CHLOROHYDRIN; DERIVATIVES; ALKENES; CHLORINATION;
D O I
10.1002/chem.201100105
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This Minireview discusses the progress made in developing reactions where an olefin is subjected to an asymmetric halogenation. It aims to serve as a reference for the studies reported to date, including preliminary work and mechanistic studies. The current state of the art, scope, and limitations of these processes are discussed.
引用
收藏
页码:5766 / 5776
页数:11
相关论文
共 79 条
  • [1] Are MnIV species involved in Mn(salen)-catalyzed Jacobsen-Katsuki epoxidations?: A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies:: Chlorination versus oxygen transfer
    Adam, W
    Mock-Knoblauch, C
    Saha-Möller, CR
    Herderich, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (40) : 9685 - 9691
  • [2] [Anonymous], 2010, ANGEW CHEM-GER EDIT
  • [3] [Anonymous], 2009, ANGEW CHEM
  • [4] Organic chemistry - A tuxedo for iodine atoms
    Baran, Phil S.
    Maimone, Thomas J.
    [J]. NATURE, 2007, 445 (7130) : 826 - 827
  • [5] The generation and trapping of enantiopure bromonium ions
    Braddock, D. Christopher
    Hermitage, Stephen A.
    Kwok, Lilian
    Pouwer, Rebecca
    Redmond, Joanna M.
    White, Andrew J. P.
    [J]. CHEMICAL COMMUNICATIONS, 2009, (09) : 1082 - 1084
  • [6] Investigation of the early steps in electrophilic bromination through the study of the reaction with sterically encumbered olefins
    Brown, RS
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (03) : 131 - 137
  • [7] Mechanistic considerations of halogenating enzymes
    Butler, Alison
    Sandy, Moriah
    [J]. NATURE, 2009, 460 (7257) : 848 - 854
  • [8] Cai Y., 2010, ANGEW CHEM, V122, P6296
  • [9] Catalytic Asymmetric Bromoamination of Chalcones: Highly Efficient Synthesis of Chiral α-Bromo-β-Amino Ketone Derivatives
    Cai, Yunfei
    Liu, Xiaohua
    Hui, Yonghai
    Jiang, Jun
    Wang, Wentao
    Chen, Weiliang
    Lin, Lili
    Feng, Xiaoming
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (35) : 6160 - 6164
  • [10] STEREOCONTROLLED CYCLOFUNCTIONALIZATIONS OF DOUBLE-BONDS THROUGH HETEROCYCLIC INTERMEDIATES
    CARDILLO, G
    ORENA, M
    [J]. TETRAHEDRON, 1990, 46 (10) : 3321 - 3408