Cu-Catalyzed Click Reaction in Carbohydrate Chemistry

被引:681
|
作者
Tiwari, Vinod K. [1 ]
Mishra, Bhuwan B. [1 ,3 ]
Mishra, Kunj B. [1 ]
Mishra, Nidhi [1 ]
Singh, Anoop S. [1 ]
Chen, Xi [2 ]
机构
[1] Banaras Hindu Univ, Inst Sci, Ctr Adv Study, Dept Chem, Varanasi 221005, Uttar Pradesh, India
[2] Univ Calif Davis, Dept Chem, One Shields Ave, Davis, CA 95616 USA
[3] Ctr Innovat & Appl Bioproc, Mohali 160071, Punjab, India
关键词
AZIDE-ALKYNE CYCLOADDITION; ONE-POT SYNTHESIS; CENTERED MULTIVALENT GLYCOCLUSTERS; DECARBOXYLATIVE MANNICH REACTION; CARBONIC-ANHYDRASE INHIBITORS; RING-OPENING POLYMERIZATION; PROMOTED CONJUGATE ADDITION; ASYMMETRIC MICHAEL ADDITION; CRUZI-TRANS-SIALIDASE; 1,3-DIPOLAR CYCLOADDITION;
D O I
10.1021/acs.chemrev.5b00408
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cu(I)-catalyzed azide alkyne 1,3-dipolar cycloaddition (CuAAC), popularly known as the "click reaction", serves as the most potent and highly dependable tool for facile construction of simple to complex architectures at the molecular level. Click-knitted threads of two exclusively different molecular entities have created some really interesting structures for more than 15 years with a broad spectrum of applicability, including in the fascinating fields of synthetic chemistry, medicinal science, biochemistry, pharmacology, material science, and catalysis. The unique properties of the carbohydrate moiety and the advantages of highly chemo- and regioselective click chemistry, such as mild reaction conditions, efficient performance with a wide range of solvents, and compatibility with different functionalities, together produce miraculous neoglycoconjugates and neoglycopolymers with various synthetic, biological, and pharmaceutical applications. In this review we highlight the successful advancement of Cu(I)-catalyzed click chemistry in glycoscience and its applications as well as future scope in different streams of applied sciences.
引用
收藏
页码:3086 / 3240
页数:155
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