Recent advances on synthesis of C-glycosides

被引:26
|
作者
Parida, Sonali Priyadarshini [1 ]
Das, Tapaswini [1 ]
Ahemad, Mohammed Ansar [1 ]
Pati, Tapaswini [1 ]
Mohapatra, Seetaram [1 ]
Nayak, Sabita [1 ]
机构
[1] Ravenshaw Univ, Dept Chem, Cuttack 753003, India
关键词
C-glycosides; Transition metal; C(sp3)-H glycosylation; Metal free approach; Glycosyl radical; ADDITION-REACTIONS; PROTECTING GROUPS; COUPLING REACTION; GLYCOSYLATION; DISACCHARIDES; SELECTIVITY; ASSIGNMENT; ARYLATION; BIOLOGY; ACIDS;
D O I
10.1016/j.carres.2023.108856
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In recent years, C-glycosides have emerged as significant building blocks for many naturally occurring alkaloids and pharmaceutically active drug molecules. Therefore, significant efforts have been devoted to the construction of structurally important C-glycosidic linkages in carbohydrate compounds. Herein, we have summarized the recent developments of diverse synthesis of C-glycoside core between the time period from 2019 to 2022 focusing on different catalytic strategies, such as (i) transition-metal, and (ii) metal-free catalytic approaches. Further, the transition metal catalyzed C-glycosylations have been categorized into four sub classes: (a) metal based C-H activation, (b) cross-coupling reaction, (c) glycosyl radical intermediate-based process, and (d) Others.
引用
收藏
页数:27
相关论文
共 50 条
  • [41] Synthesis and evaluation of C-glycosides as hydrotropes and solubilizing agents
    RANOUX Adeline
    LEMIEGRE Loc
    BENVEGNU Thierry
    Science China(Chemistry) , 2010, (09) : 1957 - 1962
  • [42] SYNTHESIS OF NOVEL FUSED-RING C-GLYCOSIDES
    LEVY, DE
    DASGUPTA, F
    TANG, PC
    TETRAHEDRON-ASYMMETRY, 1994, 5 (11) : 2265 - 2268
  • [43] Stereoselective synthesis of α-C-glycosides of N-acetylgalactosamine
    Cipolla, L
    La Ferla, B
    Lay, L
    Peri, F
    Nicotra, F
    TETRAHEDRON-ASYMMETRY, 2000, 11 (01) : 295 - 303
  • [44] Synthesis and evaluation of C-glycosides as hydrotropes and solubilizing agents
    RANOUX Adeline
    LEMIEGRE Loc
    BENVEGNU Thierry
    Science China(Chemistry), 2010, 53 (09) : 1957 - 1962
  • [45] Tactics and strategies for the synthesis of iminosugar C-glycosides: a review
    Compain, Philippe
    Chagnault, Vincent
    Martin, Olivier R.
    TETRAHEDRON-ASYMMETRY, 2009, 20 (6-8) : 672 - 711
  • [46] Synthesis of mannose C-glycosides by direct anodic oxidations
    Smith, Jake A.
    Moeller, Kevin D.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [47] Synthesis and evaluation of C-glycosides as hydrotropes and solubilizing agents
    Ranoux, Adeline
    Lemiegre, Loic
    Benvegnu, Thierry
    SCIENCE CHINA-CHEMISTRY, 2010, 53 (09) : 1957 - 1962
  • [48] C-GLYCOSIDES - SYNTHESIS OF G-GLYCOSYL-TETRAHYDROPYSIMIDINES
    APARICIO, FJL
    SASTRE, JAL
    MOLINA, JM
    HERRERA, FJL
    ANALES DE QUIMICA SERIE C-QUIMICA ORGANICA Y BIOQUIMICA, 1981, 77 (02): : 147 - 149
  • [49] Reagent-Controlled Divergent Synthesis of C-Glycosides
    Han, Pu-Ren
    Liu, Jianchao
    Liao, Jin-Xi
    Tu, Yuan-Hong
    Sun, Jian-Song
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (17): : 11449 - 11464
  • [50] PRELIMINARY REPORT ON SYNTHESIS OF PYRAZOLE AND ISOXAZOLE C-GLYCOSIDES
    TRONCHET, JM
    JOTTERAND, A
    LEHONG, N
    HELVETICA CHIMICA ACTA, 1969, 52 (08) : 2569 - +