Advances in Catalytic Enantioselective Transformations Using Diaryliodonium Reagents

被引:0
|
作者
Singh, Prasoon Raj [1 ]
Banerjee, Arijit [1 ]
Simlandy, Amit Kumar [1 ]
机构
[1] Indian Inst Sci Educ & Res Berhampur, Dept Chem Sci, Berhampur 760010, India
来源
ACS CATALYSIS | 2025年 / 15卷 / 04期
关键词
Asymmetric Catalysis; Arylation; Copper; Diaryliodonium Reagent; Olefin Functionalization; Dearomatization; Atroposelectivity; CROSS-COUPLING REACTIONS; AXIALLY CHIRAL BIARYLS; HYPERVALENT-IODINE; C-H; ALPHA-ARYLATION; CYCLIC DIARYLIODONIUM; BOND FORMATION; COPPER; FUNCTIONALIZATION; ACTIVATION;
D O I
10.1021/acscatal.4c06579
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Diaryliodonium salts play a pivotal role in the efficient incorporation of aryl functionalities into organic molecules, facilitating enantioselective reactions with remarkable selectivities. Over the past few decades, substantial improvement has been witnessed in the field of asymmetric catalysis through the utilization of diaryliodonium salts. Among the various low-valent metals, copper salts are particularly favored for transformations involving these salts in conjunction with chiral ligands. The catalytic process is initiated with the oxidative addition of metal complexes to iodonium salts, followed by nucleophilic interception and reductive elimination, ultimately leading to the desired enantioenriched products. In this realm, we organized a comprehensive overview of metal-catalyzed enantioselective aryl transfer methodologies. These protocols encompass olefin functionalization, dearomatization reactions, alpha-arylation of carbonyl compounds, and atroposelective catalysis employing diaryliodonium salts.
引用
收藏
页码:3096 / 3115
页数:20
相关论文
共 50 条
  • [21] Catalytic Enantioselective Cyanation: Recent Advances and Perspectives
    Wu, Wen-Biao
    Yu, Jin-Sheng
    Zhou, Jian
    ACS CATALYSIS, 2020, 10 (14) : 7668 - 7690
  • [22] Recent advances in catalytic enantioselective Michael additions
    Krause, N
    Hoffmann-Röder, A
    SYNTHESIS-STUTTGART, 2001, (02): : 171 - 196
  • [23] Recent Advances in Catalytic Enantioselective Fluorination Reactions
    Lectard, Sylvain
    Hamashima, Yoshitaka
    Sodeoka, Mikiko
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (16) : 2708 - 2732
  • [24] Advances and mechanistic insight on the catalytic Mitsunobu reaction using recyclable azo reagents
    Hirose, Daisuke
    Gazvoda, Martin
    Kosmrlj, Janez
    Taniguchi, Tsuyoshi
    CHEMICAL SCIENCE, 2016, 7 (08) : 5148 - 5159
  • [25] Catalytic Enantioselective Radical Transformations Enabled by Visible Light
    Saha, Debajyoti
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (14) : 2129 - 2152
  • [26] ASYMMETRIC SYNTHESES WITH CATALYTIC ENANTIOSELECTIVE METAL CARBENE TRANSFORMATIONS
    DOYLE, MP
    RUSSIAN CHEMICAL BULLETIN, 1994, 43 (11) : 1770 - 1782
  • [27] Enantioselective Rh-Catalyzed Domino Transformations of Alkynylcyclohexadienones with Organoboron Reagents
    Keilitz, Juliane
    Newman, Stephen G.
    Lautens, Mark
    ORGANIC LETTERS, 2013, 15 (05) : 1148 - 1151
  • [28] Catalytic enantioselective addition of Grignard reagents to aromatic silyl ketimines
    Jiawei Rong
    Juan F. Collados
    Pablo Ortiz
    Ravindra P. Jumde
    Edwin Otten
    Syuzanna R. Harutyunyan
    Nature Communications, 7
  • [29] Unprecedented catalytic enantioselective trapping of arene oxides with dialkylzinc reagents
    Bertozzi, F
    Crotti, P
    Del Moro, F
    Feringa, BL
    Macchia, F
    Pineschi, M
    CHEMICAL COMMUNICATIONS, 2001, (24) : 2606 - 2607
  • [30] Catalytic Enantioselective Addition of Alkyl Grignard Reagents to Aliphatic Aldehydes
    Fernandez-Mateos, Emilio
    Macia, Beatriz
    Yus, Miguel
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (07) : 1249 - 1254