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
  • [31] Catalytic enantioselective synthesis of P-stereogenic compounds
    Harvey, James Stephen
    Gouverneur, Veronique
    CHEMICAL COMMUNICATIONS, 2010, 46 (40) : 7477 - 7485
  • [32] Enantioselective synthesis of cyclopropane aminoalcohols containing quaternary stereogenic centers
    Rifé, J
    Ortuño, RM
    TETRAHEDRON-ASYMMETRY, 1999, 10 (21) : 4245 - 4260
  • [33] Catalytic enantioselective synthesis of boron-stereogenic BODIPYs
    Zu, Bing
    Guo, Yonghong
    Ren, Li-Qing
    Li, Yingzi
    He, Chuan
    NATURE SYNTHESIS, 2023, 2 (06): : 564 - 571
  • [34] Catalytic enantioselective allylation at the activated benzylic position of prochiral aryl cyano esters: access to quaternary stereogenic centers
    Nowicki, A
    Mortreux, A
    Agbossou-Niedercorn, F
    TETRAHEDRON LETTERS, 2005, 46 (10) : 1617 - 1621
  • [35] Total synthesis of (+)-preussin: Control of the stereogenic centers by enantioselective allyltitanations
    Canova, S
    Bellosta, V
    Cossy, J
    SYNLETT, 2004, (10) : 1811 - 1813
  • [36] Construction of Chiral α-Amino Quaternary Stereogenic Centers via Phase-Transfer Catalyzed Enantioselective α-Alkylation of α-Amidomalonates
    Ha, Min Woo
    Lee, Myungmo
    Choi, Sujee
    Kim, Seek
    Hong, Suckchang
    Park, Yohan
    Kim, Mi-hyun
    Kim, Taek-Soo
    Lee, Jihoon
    Lee, Jae Kyun
    Park, Hyeung-geun
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (06): : 3270 - 3279
  • [37] Enantioselective rhodium-catalyzed allylic substitution with an unstabilized aldehyde enolate: Construction of acyclic quaternary stereogenic centers
    Wright, Timothy
    Evans, P. Andrew
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [38] Enantioselective Construction of Spiroindolines with Three Contiguous Stereogenic Centers and Chiral Tryptamine Derivatives via Reactive Spiroindolenine Intermediates
    Zhuo, Chun-Xiang
    Zhou, Yong
    Cheng, Qiang
    Huang, Lin
    You, Shu-Li
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (47) : 14146 - 14149
  • [39] Dual-Catalysis-Enabled Construction of Vicinal Stereogenic Centers through Diastereo- and Enantioselective Allylic Substitution
    Yang, Kai
    Chen, Lu
    Su, Bo
    SYNTHESIS-STUTTGART, 2024, 56 (22): : 3365 - 3376
  • [40] Enantioselective Rhodium-Catalyzed Allylic Substitution with a Nitrile Anion: Construction of Acyclic Quaternary Carbon Stereogenic Centers
    Turnbull, Ben W. H.
    Evans, P. Andrew
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (19) : 6156 - 6159