Cu-Catalyzed Click Reaction in Carbohydrate Chemistry

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 molecul...

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Veröffentlicht in:Chemical reviews 2016-03, Vol.116 (5), p.3086-3240
Hauptverfasser: Tiwari, Vinod K, Mishra, Bhuwan B, Mishra, Kunj B, Mishra, Nidhi, Singh, Anoop S, Chen, Xi
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Sprache:eng
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Zusammenfassung: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.
ISSN:0009-2665
1520-6890
DOI:10.1021/acs.chemrev.5b00408