An update on catalytic enantioselective alkylations of indoles

被引:20
作者
Bandini, Marco [1 ]
Eichholzer, Astrid [1 ]
Umani-Ronchi, Achille [1 ]
机构
[1] Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
alkylation; asymmetric catalysis; Friedel-Crafts; indoles;
D O I
10.2174/157019307780599270
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indole benzylic stereocenters are molecular frameworks largely present in natural occurring compounds, with their absolute configuration being of key importance in determining the biological activity of the entire molecule. In this context, the development of new catalytic asymmetric strategies for their preparation is a research area of astonishingly, rapid growth by means of organic as well as organometallic catalysts. Here, an update of this thriving scenario is presented by focusing in highly stereocontrolled Michael addition approaches, addition to carbonyl units, direct aromatic C-H activation/alkylation, and allylic alkylation.
引用
收藏
页码:115 / 124
页数:10
相关论文
共 50 条
  • [41] Catalytic Enantioselective Difluoroalkylation of Aldehydes
    Zhang, Peng
    Wolf, Christian
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (30) : 7869 - 7873
  • [42] Catalytic Enantioselective Carboannulation with Allylsilanes
    Ball-Jones, Nicolas R.
    Badillo, Joseph J.
    Tran, Ngon T.
    Franz, Annaliese K.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (36) : 9462 - 9465
  • [43] Organocatalytic Enantioselective Friedel-Crafts Reaction of Phenanthrenequinones and Indoles
    Jin, Yan
    Sun, Yuhong
    Yu, Yue
    Zhao, Jiao
    Zheng, Mingshan
    Wang, Liming
    Jin, Ying
    MOLECULES, 2025, 30 (01):
  • [44] Catalytic enantioselective epoxidation of nitroalkenes
    Vidal-Albalat, A.
    Swiderek, K.
    Izquierdo, J.
    Rodriguez, S.
    Moliner, V.
    Gonzalez, F. V.
    CHEMICAL COMMUNICATIONS, 2016, 52 (65) : 10060 - 10063
  • [45] Catalytic, Enantioselective Diamination of Alkenes
    Tao, Zhong-Lin
    Denmark, Scott E.
    SYNTHESIS-STUTTGART, 2021, 53 (21): : 3951 - 3962
  • [46] Highly Enantioselective Friedel-Crafts Reactions of Indoles with Isatins Catalyzed by Chiral Imidodiphosphoric Acids
    Liu, Guofeng
    Zhuo, Minghua
    An, Dong
    Zhang, Guangliang
    Qin, Xiangshuo
    Gao, Jigang
    Fan, Yansen
    Zhang, Suoqin
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (07) : 807 - 811
  • [47] Catalytic Enantioselective Nazarov Cyclization
    Jolit, Anais
    Dickinson, Cody F.
    Kitamura, Kei
    Walleser, Patrick M.
    Yap, Glenn P. A.
    Tius, Marcus A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (40) : 6067 - 6076
  • [48] Catalytic Enantioselective α-Ketol Rearrangement
    Wu, Hua
    Andres, Remi
    Wang, Qian
    Zhu, Jieping
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (02) : 499 - 503
  • [49] Catalytic Enantioselective Iodoetherification of Oximes
    Tripathi, Chandra Bhushan
    Mukherjee, Santanu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (32) : 8450 - 8453
  • [50] Developing catalytic enantioselective fluorination
    Togni, A
    Mezzetti, A
    Barthazy, P
    Becker, C
    Devillers, I
    Frantz, R
    Hintermann, L
    Perseghini, M
    Sanna, M
    CHIMIA, 2001, 55 (10) : 801 - 805