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
  • [41] Enantioselective mercuriocyclization of γ-hydroxy-cis-alkenes
    Kang, SH
    Kim, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (16) : 4684 - 4685
  • [42] A RATIONALLY DESIGNED, CHIRAL LEWIS ACID FOR THE ASYMMETRIC INDUCTION OF SOME DIELS-ALDER REACTIONS
    KELLY, TR
    WHITING, A
    CHANDRAKUMAR, NS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (12) : 3510 - 3512
  • [43] ENANTIOSELECTIVE HALOCYCLIZATION REACTION USING A CHIRAL TITANIUM COMPLEX
    KITAGAWA, O
    HANANO, T
    TANABE, K
    SHIRO, M
    TAGUCHI, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (14) : 1005 - 1007
  • [44] Asymmetric iodocyclization catalyzed by Salen-CrIII Cl:: Its synthetic application to swainsonine
    Kwon, Hyo Young
    Park, Chul Min
    Lee, Sung Bae
    Youn, Joo-Hack
    Kang, Sung Ho
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (03) : 1023 - 1028
  • [45] Lee E. C., 2007, ANGEW CHEM, V119, P995, DOI 10.1002/ange.200604312
  • [46] Catalytic asymmetric synthesis of tertiary alkyl chlorides
    Lee, Elaine C.
    McCauley, Kevin M.
    Fu, Gregory C.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (06) : 977 - 979
  • [47] Asymmetric Bromolactonization Catalyzed by a C3-Symmetric Chiral Trisimidazoline
    Murai, Kenichi
    Matsushita, Tomoyo
    Nakamura, Akira
    Fukushima, Shunsuke
    Shimura, Masato
    Fujioka, Hiromichi
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (48) : 9174 - 9177
  • [48] Br+ and I+ transfer from the halonium ions of adamantylideneadamantane to acceptor olefins. Halocyclization of 1,omega-alkenols and alkenoic acids proceeds via reversibly formed intermediates
    Neverov, AA
    Brown, RS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) : 962 - 968
  • [49] Enantioselective Iodolactonizations of 4-Pentenoic Acid Derivatives Mediated by Chiral Salen-Co(II) Complex
    Ning, Zhaolun
    Jin, Rizhe
    Ding, Jinying
    Gao, Lianxun
    [J]. SYNLETT, 2009, (14) : 2291 - 2294
  • [50] Strategies for catalytic asymmetric electrophilic a halogenation of carbonyl compounds
    Oestreich, M
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (16) : 2324 - 2327