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Synthesis of N-Glycosides by Silver-Assisted Gold Catalysis

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dc.contributor.author CHAKRABORTY, SAPTASHWA en_US
dc.contributor.author MISHRA, BIJOYANANDA en_US
dc.contributor.author DAS, PRATIM KUMAR en_US
dc.contributor.author PASARI, SANDIP en_US
dc.contributor.author HOTHA, SRINIVAS en_US
dc.date.accessioned 2023-01-20T05:39:09Z
dc.date.available 2023-01-20T05:39:09Z
dc.date.issued 2023-02 en_US
dc.identifier.citation Angewandte Chemie International Edition, 62(6), e202214167. en_US
dc.identifier.issn 1433-7851 en_US
dc.identifier.issn 1521-3773 en_US
dc.identifier.uri https://doi.org/10.1002/anie.202214167 en_US
dc.identifier.uri http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/7567
dc.description.abstract The synthesis of N-glycosides from stable glycosyl donors in a catalytic fashion is still challenging, though they exist ubiquitously in DNA, RNA, glycoproteins, and other biological molecules. Herein, silver-assisted gold-catalyzed activation of alkynyl glycosyl carbonate donors is shown to be a versatile approach for the synthesis of purine and pyrimidine nucleosides, asparagine glycosides and quinolin-2-one N-glycosides. Thus synthesized nucleosides were subjected to the oxidation–reduction sequence for the conversion of Ribf- into Araf- nucleosides, giving access to nucleosides that are otherwise difficult to synthesize. Furthermore, the protocol is demonstrated to be suitable for the synthesis of 2’-modified nucleosides in a facile manner. Direct attachment of an asparagine-containing dipeptide to the glucopyranose and subsequent extrapolation to afford the dipeptide disaccharide unit of chloroviruses is yet another facet of this endeavor. en_US
dc.language.iso en en_US
dc.publisher Wiley en_US
dc.subject Glycosylation en_US
dc.subject Homogeneous Catalysis en_US
dc.subject N-Glycosides en_US
dc.subject Nucleosides en_US
dc.subject Transition-Metal Catalysis en_US
dc.subject 2023 en_US
dc.subject TOC-JAN-2023
dc.subject 2023-JAN-WEEK3
dc.title Synthesis of N-Glycosides by Silver-Assisted Gold Catalysis en_US
dc.type Article en_US
dc.contributor.department Dept. of Chemistry en_US
dc.identifier.sourcetitle Angewandte Chemie International Edition en_US
dc.publication.originofpublisher Foreign en_US


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