ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation
A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a...
Gespeichert in:
| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-01, Vol.51 (73), p.13957-13960 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 13960 |
|---|---|
| container_issue | 73 |
| container_start_page | 13957 |
| container_title | Chemical communications (Cambridge, England) |
| container_volume | 51 |
| creator | Chen, Xiaoping Shen, Dacheng Wang, Qiaoling Yang, You Yu, Biao |
| description | A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a new approach for the 'latent-active' synthesis of glycans. |
| doi_str_mv | 10.1039/c5cc05651a |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1744703242</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1708900289</sourcerecordid><originalsourceid>FETCH-LOGICAL-c422t-56deb936e580b7df9e4db74673a785d46169b8b0c0e5fc0fae9dbf525e827b393</originalsourceid><addsrcrecordid>eNqNkctOwzAQRS0EoqWw4QNQlgUp4PiR2Msq4iUVsQGJXWQ7kzbIiUvsgsLX09DSNbOZuTNHdzEXofMEXyeYyhvDjcE85Yk6QOOEpizmTLwdDjOXcUYZH6ET79_xphIujtGIpIRRTuUYLVwXli6ePkFY9jY431vV1K0bZNvbSw3td2-jhe2N83UJPlI-auFrt9mcSte6zkeV6yKrArQhVibUn7AnVKhde4qOKmU9nO36BL3e3b7kD_H8-f4xn81jwwgJMU9L0JKmwAXWWVlJYKXOWJpRlQlesjRJpRYaGwy8MrhSIEtdccJBkExTSSdouvVdde5jDT4UTe0NWKtacGtfJBljGaaEkX-gWEiMiRhcr7ao6Zz3HVTFqqsb1fVFgoshgyLnef6bwWwDX-x817qBco_-PZ3-ANLshFk</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1708900289</pqid></control><display><type>article</type><title>ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Chen, Xiaoping ; Shen, Dacheng ; Wang, Qiaoling ; Yang, You ; Yu, Biao</creator><creatorcontrib>Chen, Xiaoping ; Shen, Dacheng ; Wang, Qiaoling ; Yang, You ; Yu, Biao</creatorcontrib><description>A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a new approach for the 'latent-active' synthesis of glycans.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c5cc05651a</identifier><identifier>PMID: 26243539</identifier><language>eng</language><publisher>England</publisher><subject>Catalysis ; Catalysts ; Glycan ; Glycosides ; Glycosides - chemistry ; Glycosylation ; Joining ; Mesylates - chemistry ; Synthesis ; Trimethylsilyl Compounds - chemistry</subject><ispartof>Chemical communications (Cambridge, England), 2015-01, Vol.51 (73), p.13957-13960</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c422t-56deb936e580b7df9e4db74673a785d46169b8b0c0e5fc0fae9dbf525e827b393</citedby><cites>FETCH-LOGICAL-c422t-56deb936e580b7df9e4db74673a785d46169b8b0c0e5fc0fae9dbf525e827b393</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26243539$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Xiaoping</creatorcontrib><creatorcontrib>Shen, Dacheng</creatorcontrib><creatorcontrib>Wang, Qiaoling</creatorcontrib><creatorcontrib>Yang, You</creatorcontrib><creatorcontrib>Yu, Biao</creatorcontrib><title>ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a new approach for the 'latent-active' synthesis of glycans.</description><subject>Catalysis</subject><subject>Catalysts</subject><subject>Glycan</subject><subject>Glycosides</subject><subject>Glycosides - chemistry</subject><subject>Glycosylation</subject><subject>Joining</subject><subject>Mesylates - chemistry</subject><subject>Synthesis</subject><subject>Trimethylsilyl Compounds - chemistry</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkctOwzAQRS0EoqWw4QNQlgUp4PiR2Msq4iUVsQGJXWQ7kzbIiUvsgsLX09DSNbOZuTNHdzEXofMEXyeYyhvDjcE85Yk6QOOEpizmTLwdDjOXcUYZH6ET79_xphIujtGIpIRRTuUYLVwXli6ePkFY9jY431vV1K0bZNvbSw3td2-jhe2N83UJPlI-auFrt9mcSte6zkeV6yKrArQhVibUn7AnVKhde4qOKmU9nO36BL3e3b7kD_H8-f4xn81jwwgJMU9L0JKmwAXWWVlJYKXOWJpRlQlesjRJpRYaGwy8MrhSIEtdccJBkExTSSdouvVdde5jDT4UTe0NWKtacGtfJBljGaaEkX-gWEiMiRhcr7ao6Zz3HVTFqqsb1fVFgoshgyLnef6bwWwDX-x817qBco_-PZ3-ANLshFk</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Chen, Xiaoping</creator><creator>Shen, Dacheng</creator><creator>Wang, Qiaoling</creator><creator>Yang, You</creator><creator>Yu, Biao</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20150101</creationdate><title>ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation</title><author>Chen, Xiaoping ; Shen, Dacheng ; Wang, Qiaoling ; Yang, You ; Yu, Biao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c422t-56deb936e580b7df9e4db74673a785d46169b8b0c0e5fc0fae9dbf525e827b393</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Catalysis</topic><topic>Catalysts</topic><topic>Glycan</topic><topic>Glycosides</topic><topic>Glycosides - chemistry</topic><topic>Glycosylation</topic><topic>Joining</topic><topic>Mesylates - chemistry</topic><topic>Synthesis</topic><topic>Trimethylsilyl Compounds - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Xiaoping</creatorcontrib><creatorcontrib>Shen, Dacheng</creatorcontrib><creatorcontrib>Wang, Qiaoling</creatorcontrib><creatorcontrib>Yang, You</creatorcontrib><creatorcontrib>Yu, Biao</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Xiaoping</au><au>Shen, Dacheng</au><au>Wang, Qiaoling</au><au>Yang, You</au><au>Yu, Biao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2015-01-01</date><risdate>2015</risdate><volume>51</volume><issue>73</issue><spage>13957</spage><epage>13960</epage><pages>13957-13960</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a new approach for the 'latent-active' synthesis of glycans.</abstract><cop>England</cop><pmid>26243539</pmid><doi>10.1039/c5cc05651a</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2015-01, Vol.51 (73), p.13957-13960 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1744703242 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalysis Catalysts Glycan Glycosides Glycosides - chemistry Glycosylation Joining Mesylates - chemistry Synthesis Trimethylsilyl Compounds - chemistry |
| title | ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T14%3A22%3A58IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=ortho-(Methyltosylaminoethynyl)benzyl%20glycosides%20as%20new%20glycosyl%20donors%20for%20latent-active%20glycosylation&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Chen,%20Xiaoping&rft.date=2015-01-01&rft.volume=51&rft.issue=73&rft.spage=13957&rft.epage=13960&rft.pages=13957-13960&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c5cc05651a&rft_dat=%3Cproquest_cross%3E1708900289%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1708900289&rft_id=info:pmid/26243539&rfr_iscdi=true |