Catalytic Atroposelective Construction of Furan-Based Axially Chiral Scaffolds

被引:3
|
作者
Tan, Wei [1 ]
Wu, Xin-Yue [1 ]
Shi, Feng [1 ,2 ,3 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Peoples R China
[2] Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China
[3] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China
关键词
Asymmetric catalysis; Axial chirality; Enantioselectivity; Furan; Atropisomers; ENANTIOSELECTIVE SYNTHESIS; ATROPISOMERS; RESOLUTION; BEARING; ACCESS;
D O I
10.1002/cctc.202401022
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
Axially chiral furan-based scaffolds have been recognized as a class of important five-membered heteroaryl atropisomers, and developing catalytic atroposelective reactions for constructing this class of scaffolds is highly desirable. However, the catalytic atroposelective construction of such scaffolds is rather underdeveloped due to the existence of great challenges such as remote ortho-substituents and weak configurational stability. To overcome these challenges, synthetic chemists have recently paid great attention to this research field, and a number of axially chiral furan-based scaffolds have been constructed via catalytic atroposelective reactions using different strategies. This concept summarized these advances in this field and pointed out the remaining challenges, which will promote the further development of this emerging field.
引用
收藏
页数:8
相关论文
共 50 条
  • [41] Catalytic atroposelective electrophilic amination of diaryl anilines and diaryl phenols for the synthesis of axially chiral diaryl compounds
    Zhu, Haihui
    Cheng, Long
    Wang, Jie
    Han, Zhengyu
    Sun, Jianwei
    Huang, Hai
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (23): : 6672 - 6677
  • [42] Catalytic Atroposelective Synthesis of C-N Axially Chiral Aminophosphines via Dynamic Kinetic Resolution
    Rodriguez-Franco, Carlos
    Roldan-Molina, Esther
    Aguirre-Medina, Alberto
    Fernandez, Rosario
    Hornillos, Valentin
    Lassaletta, Jose M.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (37)
  • [43] Catalytic Asymmetric Construction of Axially Chiral Indole-Based Frameworks: An Emerging Area
    Li, Tian-Zhen
    Liu, Si-Jia
    Tan, Wei
    Shi, Feng
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (68) : 15779 - 15792
  • [44] Recent advances in the catalytic asymmetric construction of axially chiral azole-based frameworks
    Luo, Weiwei
    Zhang, Yu
    Ming, Meijun
    Zhang, Lin
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (23): : 6819 - 6849
  • [45] Carbene-catalyzed atroposelective synthesis of axially chiral styrenes
    Yan, Jia-Lei
    Maiti, Rakesh
    Ren, Shi-Chao
    Tian, Weiyi
    Li, Tingting
    Xu, Jun
    Mondal, Bivas
    Jin, Zhichao
    Chi, Yonggui Robin
    NATURE COMMUNICATIONS, 2022, 13 (01)
  • [46] Construction of Axially Chiral Biaryls via Atroposelective ortho-C-H Arylation of Aryl Iodides
    Liu, Ze-Shui
    Deng, Shuang
    Gao, Qianwen
    Hua, Yu
    Cheng, Hong-Gang
    Qi, Xiaotian
    Zhou, Qianghui
    ACS CATALYSIS, 2023, 13 (05) : 2968 - 2980
  • [47] Michael Reaction Inspired Atroposelective Construction of Axially Chiral Biaryls (vol 142, pg 10230, 2020)
    Yan, Shengyi
    Xia, Wang
    Li, Shaoyu
    Song, Qiuling
    Xiang, Shao-Hua
    Tan, Bin
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (22) : 10230 - 10232
  • [48] Organocatalytic Atroposelective Synthesis of Axially Chiral Indolyl Ketosulfoxonium Ylides
    Zhang, Ji-Wei
    Zhang, Yichi
    Huang, Yong
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (01)
  • [49] Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles (vol 10, 566, 2019)
    Zhang, Lei
    Xiang, Shao-Hua
    Wang, Jun
    Xiao, Jian
    Wang, Jun-Qi
    Tan, Bin
    NATURE COMMUNICATIONS, 2019, 10 (1)
  • [50] Carbene-catalyzed atroposelective synthesis of axially chiral styrenes
    Jia-Lei Yan
    Rakesh Maiti
    Shi-Chao Ren
    Weiyi Tian
    Tingting Li
    Jun Xu
    Bivas Mondal
    Zhichao Jin
    Yonggui Robin Chi
    Nature Communications, 13