Catalytic asymmetric cross-coupling

被引:47
|
作者
Hayashi, T [1 ]
机构
[1] Kyoto Univ, Dept Chem, Fac Sci, Sakyo Ku, Kyoto 6068502, Japan
关键词
cross-coupling; palladium catalyst; nickel catalyst; allylsilanes; biaryls; carbon-carbon bond formation;
D O I
10.1016/S0022-328X(02)01272-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Asymmetric cross-coupling of secondary alkylmagnesium and -zinc reagents with aryl and alkenyl halides in the presence of nickel or palladium catalysts coordinated with chiral phosphine ligands give optically active cross-coupling products, This asymmetric cross-coupling is applied to the asymmetric synthesis of chiral allylic silanes (95% ee). Axially chiral biaryls are prepared by asymmetric cross-coupling between two aryl groups (95% ee) or by enantioposition-selective cross-coupling (99% ee). (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:41 / 45
页数:5
相关论文
共 50 条
  • [31] Synthesis of Soai Aldehydes for Asymmetric Autocatalysis by Desulfurative Cross-Coupling
    Maltsev, Oleg V.
    Poethig, Alexander
    Hintermann, Lukas
    ORGANIC LETTERS, 2014, 16 (05) : 1282 - 1285
  • [32] ASYMMETRIC CROSS-COUPLING REACTIONS - ENANTIOSELECTIVE SYNTHESIS OF ALKENYL SULFIDES
    CARDELLICCHIO, C
    FIANDANESE, V
    NASO, F
    GAZZETTA CHIMICA ITALIANA, 1991, 121 (01): : 11 - 16
  • [33] Cross-Coupling Simplification in Asymmetric Acoustic-Electromagnetic Filters
    Ariturk, Gokhan
    Yu, Yao
    Yen, Ernest T. T.
    Sigmarsson, Hjalti H.
    2024 IEEE INTERNATIONAL MICROWAVE FILTER WORKSHOP, IMFW, 2023, : 132 - 135
  • [34] Additions to Racemates: A Strategy for Developing Asymmetric Cross-Coupling Reactions
    Goetzke, F. Wieland
    Fletcher, Stephen P.
    SYNLETT, 2021, 32 (18) : 1816 - 1825
  • [35] Cross-coupling
    Yamamoto, H
    SYNLETT, 2005, (11) : 1761 - 1761
  • [37] Structural and configurational relationships 'metal complex - substrate - product' in asymmetric catalytic hydrogenation, hydrosilylation and cross-coupling reactions
    Pavlov, V.A.
    Russian Chemical Reviews, 2001, 70 (12) : 1037 - 1065
  • [38] Enantioselective Desymmetrization via Carbonyl-Directed Catalytic Asymmetric Hydroboration and Suzuki-Miyaura Cross-Coupling
    Hoang, Gia L.
    Yang, Zhao-Di
    Smith, Sean M.
    Pal, Rhitankar
    Miska, Judy L.
    Perez, Damaris E.
    Pelter, Libbie S. W.
    Zeng, Xiao Cheng
    Takacs, James M.
    ORGANIC LETTERS, 2015, 17 (04) : 940 - 943
  • [39] Complex molecule synthesis by electro catalytic decarboxylative cross-coupling
    Zhang, Benxiang
    He, Jiayan
    Gao, Yang
    Levy, Laura
    Oderinde, Martins S.
    Palkowitz, Maximilian D.
    Dhar, T. G. Murali
    Mandler, Michael D.
    Collins, Michael R.
    Schmitt, Daniel C.
    Bolduc, Philippe N.
    Chen, Teyu
    Clementson, Sebastian
    Petersen, Nadia Nasser
    Laudadio, Gabriele
    Bi, Cheng
    Kawamata, Yu
    Baran, Phil S.
    NATURE, 2023, 623 (7988) : 745 - +
  • [40] Photoredox/nickel dual catalytic cross-coupling and related processes
    Molander, Gary
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253