Progress in the catalytic enantioselective construction of difluoroalkylated stereogenic centers

被引:0
|
作者
Tang, Li-Juan [1 ]
Wen, Yongshun [1 ]
Jin, Hong-Xian [1 ]
Luo, Wenjun [1 ]
Long, Lipeng [1 ]
Shen, Jiayi [1 ]
Luo, Haiqing [1 ]
Yu, Daohong [1 ]
机构
[1] Gannan Normal Univ, Optoelect Funct Mat Ctr, Jiangxi Prov Key Lab Synthet Pharmaceut Chem, Ganzhou 341000, Jiangxi, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2025年 / 12卷 / 06期
基金
中国国家自然科学基金;
关键词
ASYMMETRIC FLUORINATION; REFORMATSKY REACTION; ALLYLIC ALKYLATION; BETA-KETOESTERS; ALDOL REACTIONS; CARBON CENTERS; TRIFLUOROMETHYLATION; ALPHA; ESTERS; ACID;
D O I
10.1039/d4qo02309a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Molecules bearing difluoroalkyl groups are very important in pharmaceuticals, agrochemicals, and many materials. In recent years, significant attention has been paid to the development of novel synthetic methods for constructing compounds containing CF2R groups. In particular, the construction of difluoroalkylated stereogenic centers is thriving. This review focuses on catalytic asymmetric difluoroalkylation for the construction of difluoralkylated stereogenic centers, summarizing the reported synthetic methods, the active intermediates involved, and the asymmetric strategies applied. The product diversity, selectivity, and proposed mechanisms are highlighted, and the future outlook and existing challenges are also provided.
引用
收藏
页码:2052 / 2075
页数:24
相关论文
共 50 条
  • [1] Enantioselective catalytic formation of quaternary stereogenic centers
    Cozzi, Pier Giorgio
    Hilgraf, Robert
    Zimmermann, Nicole
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (36) : 5969 - 5994
  • [2] Advances in Enantioselective Construction of Trifluoromethoxylated Stereogenic Carbon Centers
    Jiang, Xiaohuan
    Tang, Pingping
    CHINESE JOURNAL OF CHEMISTRY, 2020, 38 (01) : 101 - 102
  • [3] ENANTIOSELECTIVE CONSTRUCTION OF QUATERNARY STEREOGENIC CENTERS POSSESSING A FLUORINE ATOM
    IHARA, M
    TANIGUCHI, N
    KAI, T
    SATOH, K
    FUKUMOTO, K
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (02): : 221 - 227
  • [4] Catalytic Enantioselective Construction of Chiroptical Boron-Stereogenic Compounds
    Zu, Bing
    Guo, Yonghong
    He, Chuan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (39) : 16302 - 16310
  • [5] Progress in Enantioselective Cu(I)-catalyzed Formation of Stereogenic Centers Preface
    Harutyunyan, S. R.
    PROGRESS IN ENANTIOSELECTIVE CU(I)-CATALYZED FORMATION OF STEREOGENIC CENTERS, 2016, 58 : V - V
  • [6] Construction of Benzylic Stereogenic Carbon Centers through Enantioselective Arylation Reactions
    Liu, Ren-Rong
    Liang, Ren-Xiao
    Jia, Yi-Xia
    SYNLETT, 2018, 29 (02) : 157 - 168
  • [7] Enantioselective Allylation of Stereogenic Nitrogen Centers
    Zaitseva, Snizhana
    Prescimone, Alessandro
    Kohler, Valentin
    ORGANIC LETTERS, 2023, 25 (10) : 1649 - 1654
  • [8] Enantioselective formation of stereogenic carbon-fluorine centers by a simple catalytic method
    Marigo, M
    Fielenbach, DI
    Braunton, A
    Kjoersgaard, A
    Jorgensen, KA
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (24) : 3703 - 3706
  • [9] Catalytic Enantioselective Friedlander Condensations: Facile Access to Quinolines with Remote Stereogenic Centers
    Li, Le
    Seidel, Daniel
    ORGANIC LETTERS, 2010, 12 (21) : 5064 - 5067
  • [10] A Diels-Alder approach to the enantioselective construction of fluoromethylated stereogenic carbon centers
    Shibatomi, Kazutaka
    Kobayashi, Fumito
    Narayama, Akira
    Fujisawa, Ikuhide
    Iwasa, Seiji
    CHEMICAL COMMUNICATIONS, 2012, 48 (03) : 413 - 415