Synthesis of Chiral 3-Substituted 3-Amino-2-oxindoles through Enantioselective Catalytic Domino and Tandem Reactions

被引：18
作者：
Pellissier, Helene [1 ]
机构：
[1] Aix Marseille Univ, Cent Marseille, CNRS, iSm2, Marseille, France
来源：
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 06期
关键词：
asymmetric catalysis; chirality; oxindoles; domino reactions; enantioselectivity; tandem reactions; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; N-HETEROCYCLIC CARBENES; 3-ISOTHIOCYANATO OXINDOLES; ISOTHIOCYANATO OXINDOLES; MICHAEL ADDITION/CYCLIZATION; EFFICIENT SYNTHESIS; CASCADE REACTIONS; HIGHLY EFFICIENT; SPIROOXINDOLES; ISATIN;
D O I：
10.1055/s-0037-1610350
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The goal of this review is to collect the major developments in the catalytic asymmetric synthesis of 3-substituted 3-amino-2-oxindoles through enantioselective catalytic domino and tandem reactions reported since 2011. 1 Introduction 2 Organocatalyzed Reactions 3 Metal-Catalyzed Reactions 4 Conclusion
引用
收藏
页码：1311 / 1318
页数：8
相关论文
共 52 条
  • [1] [Anonymous], 2011, ANGEW CHEM INT EDIT
  • [2] Catalytic Asymmetric Michael Addition/Cyclization of Isothiocyanato Oxindoles: Highly Efficient and Versatile Approach for the Synthesis of 3,2'-Pyrrolidinyl Mono- and Bi-spirooxindole Frameworks
    Cao, Yi-Ming
    Shen, Fang-Fang
    Zhang, Fu-Ting
    Wang, Rui
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (04) : 1184 - 1188
  • [3] Organocatalytic asymmetric synthesis of 3-amino-2-oxindole derivatives bearing a tetra-substituted stereocenter
    Chauhan, Pankaj
    Chimni, Swapandeep Singh
    [J]. TETRAHEDRON-ASYMMETRY, 2013, 24 (07) : 343 - 356
  • [4] N-Heterocyclic carbene-catalyzed [3+2] annulation of bromoenals with 3-aminooxindoles: highly enantioselective synthesis of spirocyclic oxindolo-γ-lactams
    Chen, Kun-Quan
    Li, Yao
    Zhang, Chun-Lin
    Sun, De-Qun
    Ye, Song
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (06) : 2007 - 2014
  • [5] An asymmetric approach toward chiral multicyclic spirooxindoles from isothiocyanato oxindoles and unsaturated pyrazolones by a chiral tertiary amine thiourea catalyst
    Chen, Qiao
    Liang, Jinyan
    Wang, Shoulei
    Wang, Dong
    Wang, Rui
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (16) : 1657 - 1659
  • [6] Organocatalytic Direct Asymmetric Aldol Reactions of 3-Isothiocyanato Oxindoles to Ketones: Stereocontrolled Synthesis of Spirooxindoles Bearing Highly Congested Contiguous Tetrasubstituted Stereocenters
    Chen, Wen-Bing
    Wu, Zhi-Jun
    Hu, Jing
    Cun, Lin-Feng
    Zhang, Xiao-Mei
    Yuan, Wei-Cheng
    [J]. ORGANIC LETTERS, 2011, 13 (09) : 2472 - 2475
  • [7] Asymmetric One-Pot Sequential Mannich/Hydroamination Reaction by Organo- and Gold Catalysts: Synthesis of Spiro[pyrrolidin-3,2′-oxindole] Derivatives
    Chen, Xianjie
    Chen, Hui
    Ji, Xun
    Jiang, Hualiang
    Yao, Zhu-Jun
    Liu, Hong
    [J]. ORGANIC LETTERS, 2013, 15 (08) : 1846 - 1849
  • [8] Recent Developments in Enantioselective Metal-Catalyzed Domino Reactions
    Clavier, Herve
    Pellissier, Helene
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (18) : 3347 - 3403
  • [9] Recent Catalytic Asymmetric Syntheses of 3,3-Disubstituted Indolin-2-ones and 2,2-Disubstituted Indolin-3-ones
    Dalpozzo, Renato
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (11) : 1772 - 1810
  • [10] Recent advances in organocatalytic methods for the synthesis of disubstituted 2-and 3-indolinones
    Dalpozzo, Renato
    Bartoli, Giuseppe
    Bencivenni, Giorgio
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (21) : 7247 - 7290
123456