Asymmetric organocopper chemistry: Cu-catalyzed conjugate addition and allyfic substitution

被引:0
|
作者
Alexakis, A [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
来源
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review deals with the most recent developments in the asymmetric conjugate addition and allylic substitution. For the conjugate addition, the best enantioselectivities (>99%) have been attained with dialkylzinc reagents and 0.5-2% CuX and 1-4% of a chiral trivalent phosphorus ligand. The gamma-allylic substitution can be achieved equally well with, either dialkylzinc or Grignard reagents, and the same catalysts.
引用
收藏
页码:43 / 59
页数:17
相关论文
共 50 条
  • [31] C2-symmetric functionalized azolium salt from serine ester for Cu-catalyzed asymmetric conjugate addition reaction
    Kondo, Junko
    Harano, Ayako
    Dohi, Kenta
    Sakaguchi, Satoshi
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 395 : 66 - 71
  • [32] NEW CHIRAL LIGAND FOR THE ASYMMETRIC CONJUGATE ADDITION OF ORGANOCOPPER REAGENTS TO ENONES
    ALEXAKIS, A
    MUTTI, S
    NORMANT, JF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) : 6332 - 6334
  • [33] Hydroxy-amide Functionalized Azolium Salts for Cu-Catalyzed Asymmetric Conjugate Addition: Stereocontrol Based on Ligand Structure and Copper Precatalyst
    Shibata, Naoatsu
    Yoshimura, Misato
    Yamada, Haruka
    Arakawa, Ryuichi
    Sakaguchi, Satoshi
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (08): : 4079 - 4086
  • [34] Efficient Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to aromatic and aliphatic acyclic nitroalkenes
    Mampreian, DM
    Hoveyda, AH
    ORGANIC LETTERS, 2004, 6 (16) : 2829 - 2832
  • [35] Cu-Catalyzed Asymmetric Alkylamination of Unactivated Alkenes
    Wang, Zixuan
    Li, Bijie
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (03) : 1257 - 1258
  • [36] Cu-Catalyzed Sequential Dehydrogenation-Conjugate Addition for β-Functionalization of Saturated Ketones: Scope and Mechanism
    Jie, Xiaoming
    Shang, Yaping
    Zhang, Xiaofeng
    Su, Weiping
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (17) : 5623 - 5633
  • [37] Sugar-based monodentate phosphoramidite ligands for Cu-catalyzed enantioselective conjugate addition to enones
    Bauer, Tomasz
    Majdecki, Maciej
    Jurczak, Janusz
    TETRAHEDRON, 2013, 69 (07) : 1930 - 1939
  • [38] Cu(II)-Catalyzed asymmetric boron conjugate addition to α,β-unsaturated imines in water
    Kitanosono, Taku
    Xu, Pengyu
    Isshiki, Satoshi
    Zhu, Lei
    Kobayashi, Shu
    CHEMICAL COMMUNICATIONS, 2014, 50 (66) : 9336 - 9339
  • [39] Cu-Catalyzed Click Reaction in Carbohydrate Chemistry
    Tiwari, Vinod K.
    Mishra, Bhuwan B.
    Mishra, Kunj B.
    Mishra, Nidhi
    Singh, Anoop S.
    Chen, Xi
    CHEMICAL REVIEWS, 2016, 116 (05) : 3086 - 3240
  • [40] Cu-Catalyzed Intermolecular Asymmetric Propargylic Substitution of N-Hydroxyphthalimide Esters with Propargyl Carbonates
    Gui, Chunming
    Peng, Yuanyuan
    Zhou, Yang
    Zheng, Yixuan
    Wang, Haifeng
    Yan, Qiongjiao
    Zhou, Hui
    Wang, Wei
    Chen, Fen-Er
    ACS CATALYSIS, 2023, 13 (20) : 13735 - 13742