Enantioselective copper-catalyzed conjugate addition and allylic substitution reactions

被引:843
作者
Alexakis, A. [2 ]
Backvall, J. E. [3 ]
Krause, N. [4 ]
Pamies, O. [1 ]
Dieguez, M. [1 ]
机构
[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43007, Spain
[2] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[3] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden
[4] Dortmund Univ Technol, D-44227 Dortmund, Germany
基金
新加坡国家研究基金会; 瑞典研究理事会;
关键词
D O I
10.1021/cr0683515
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective copper-catalyzed conjugate additions and allylic substitution reactions, which are used for the formation of new stereogenic C-C bonds, have been presented. The development of highly efficient new copper catalytic systems are obtained by exploring several ligand types, copper sources, and reaction conditions. Efforts to enlarge the scope of the substrates and nucleophiles are also made to increase the potential of their use in the synthesis of more complex chiral organic molecules.
引用
收藏
页码:2796 / 2823
页数:28
相关论文
共 285 条
  • [51] Enantioselective routes to (-)-(R)-muscone
    Bulic, Bruno
    Luecking, Ulrich
    Pfaltz, Andreas
    [J]. SYNLETT, 2006, (07) : 1031 - 1034
  • [52] CHELATION-CONTROLLED CHEMO-SELECTIVE, REGIO-SELECTIVE AND ENANTIO-SELECTIVE SYNTHESIS OF HOMOALLYLIC ALCOHOLS
    CALO, V
    FIANDANESE, V
    NACCI, A
    SCILIMATI, A
    [J]. TETRAHEDRON, 1994, 50 (24) : 7283 - 7292
  • [53] Copper-mediated regio- and enantio-selective cross-coupling of heterocyclic allyl sulphides with organomagnesium compounds: A case of 1,7-relative stereogenesis
    Calo, V
    Nacci, A
    Fiandanese, V
    [J]. TETRAHEDRON, 1996, 52 (32) : 10799 - 10810
  • [54] Cesati RR, 2004, J AM CHEM SOC, V126, P96
  • [55] Chataigner I, 2001, CHEM-EUR J, V7, P2628, DOI 10.1002/1521-3765(20010618)7:12<2628::AID-CHEM26280>3.0.CO
  • [56] 2-7
  • [57] Chataigner I, 2000, ANGEW CHEM INT EDIT, V39, P916, DOI 10.1002/(SICI)1521-3773(20000303)39:5<916::AID-ANIE916>3.0.CO
  • [58] 2-M
  • [59] Copper-catalyzed conjugate addition on macrocyclic, cyclic, and acyclic enones with a chiral phosphoramidite ligand having a C2-symmetric amine moiety
    Choi, YH
    Choi, JY
    Yang, HY
    Kim, YH
    [J]. TETRAHEDRON-ASYMMETRY, 2002, 13 (08) : 801 - 804
  • [60] Recent advances in metal-catalyzed asymmetric conjugate additions
    Christoffers, Jens
    Koripelly, Girish
    Rosiak, Anna
    Roessle, Michael
    [J]. SYNTHESIS-STUTTGART, 2007, (09): : 1279 - 1300