Synergistic catalysis: A powerful synthetic strategy for new reaction development

被引:988
作者
Allen, Anna E. [1 ]
MacMillan, David W. C. [1 ]
机构
[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA
关键词
ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; MILD ELECTROPHILIC TRIFLUOROMETHYLATION; DOUBLE-ACTIVATION METHOD; PHASE-TRANSFER CATALYST; AMINO-ACID DERIVATIVES; ASYMMETRIC CATALYSIS; COOPERATIVE CATALYSIS; TRANSITION-METAL; ALLYLIC ALKYLATION; BRONSTED ACID;
D O I
10.1039/c2sc00907b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synergistic catalysis is a synthetic strategy wherein both the nucleophile and the electrophile are simultaneously activated by two separate and distinct catalysts to afford a single chemical transformation. This powerful catalysis strategy leads to several benefits, specifically synergistic catalysis can (i) introduce new, previously unattainable chemical transformations, (ii) improve the efficiency of existing transformations, and (iii) create or improve catalytic enantioselectivity where stereocontrol was previously absent or challenging. This perspective aims to highlight these benefits using many of the successful examples of synergistic catalysis found in the literature.
引用
收藏
页码:633 / 658
页数:26
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共 146 条
  • [1] β-lactams:: Versatile building blocks for the stereoselective synthesis of non-β-lactam products
    Alcaide, Benito
    Almendros, Pedro
    Aragoncillo, Cristina
    [J]. CHEMICAL REVIEWS, 2007, 107 (11) : 4437 - 4492
  • [2] Asymmetric organocatalytic α-arylation of aldehydes
    Aleman, Jose
    Cabrera, Silvia
    Maerten, Eddy
    Overgaard, Jacob
    Jorgensen, Karl Anker
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) : 5520 - 5523
  • [3] Enantioselective α-Arylation of Aldehydes via the Productive Merger of lodonium Salts and Organocatalysis
    Allen, Anna E.
    MacMillan, David W. C.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (12) : 4260 - 4263
  • [4] The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes
    Allen, Anna E.
    MacMillan, David W. C.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (14) : 4986 - +
  • [5] Recent developments and perspectives in palladium-catalyzed cyanation of aryl halides: synthesis of benzonitriles
    Anbarasan, Pazhamalai
    Schareina, Thomas
    Beller, Matthias
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 5049 - 5067
  • [6] Cooperative catalyst effects in palladium-mediated cyanation reactions of aryl halides and triflates
    Anderson, BA
    Bell, EC
    Ginah, FO
    Harn, NK
    Pagh, LM
    Wepsiec, JP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) : 8224 - 8228
  • [7] Enantioselective One-Pot Organocatalytic Michael Addition/Gold-Catalyzed Tandem Acetalization/Cyclization
    Belot, Sebastien
    Vogt, Kim A.
    Besnard, Celine
    Krause, Norbert
    Alexakis, Alexandre
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (47) : 8923 - 8926
  • [8] Cooperative Organocatalysis for the Asymmetric γ Alkylation of α-Branched Enals
    Bergonzini, Giulia
    Vera, Silvia
    Melchiorre, Paolo
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (50) : 9685 - 9688
  • [9] Efficient ruthenium and copper cocatalzyed five-component coupling to form dipropargyl amines under mild conditions in water
    Bonfield, E. Ryan
    Li, Chao-Jun
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (03) : 435 - 437
  • [10] BIFUNCTIONAL ACID-BASE CATALYSIS BY IMIDAZOLE GROUPS IN ENZYME MIMICS
    BRESLOW, R
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1994, 91 (02): : 161 - 174