C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors
Abstract Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Eff...
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| Veröffentlicht in: | Synthesis (Stuttgart) 2018-04, Vol.50 (7), p.1560-1568 |
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| container_title | Synthesis (Stuttgart) |
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| creator | Chakraborty, Soumen Mal, Dipakranjan |
| description | Abstract
Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols. |
| doi_str_mv | 10.1055/s-0036-1591746 |
| format | Article |
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Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-0036-1591746</identifier><language>eng</language><publisher>Stuttgart · New York: Georg Thieme Verlag</publisher><ispartof>Synthesis (Stuttgart), 2018-04, Vol.50 (7), p.1560-1568</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c1226-36d057391154bfadb4b2b7b4711a577844a13fb79c91973b380a901ada7289283</citedby><orcidid>0000-0001-6634-9932</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1591746.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-0036-1591746$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids></links><search><creatorcontrib>Chakraborty, Soumen</creatorcontrib><creatorcontrib>Mal, Dipakranjan</creatorcontrib><title>C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>Abstract
Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1kE1OAyEcxYnRxFrduuYCVP7ADMPSVG1NGl1YozsCM0yGZloaoDE9lBuP4AE8k21al67e4n3k5YfQNdAR0KK4SYRSXhIoFEhRnqABCC4JA_p-igY7SxFZVXCOLlJaUEol42qA3sZk0m_rkLa9yT6scGjxy8am7PMmuwb_fJEns-5yF_qEP3zu8Dz6uutDDKZ2-fvTL31jssN_K_gurEJMl-isNX1yV0cdoteH-_l4SmbPk8fx7YzUwFhJeNnQQnIFUAjbmsYKy6y0QgKYQspKCAO8tVLVCpTkllfUKAqmMZJVilV8iEaH3TqGlKJr9Tr6pYlbDVTvseik91j0EcuuQA6F3Hm3dHoRNnG1e_hf_heygmVQ</recordid><startdate>20180403</startdate><enddate>20180403</enddate><creator>Chakraborty, Soumen</creator><creator>Mal, Dipakranjan</creator><general>Georg Thieme Verlag</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-6634-9932</orcidid></search><sort><creationdate>20180403</creationdate><title>C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors</title><author>Chakraborty, Soumen ; Mal, Dipakranjan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1226-36d057391154bfadb4b2b7b4711a577844a13fb79c91973b380a901ada7289283</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chakraborty, Soumen</creatorcontrib><creatorcontrib>Mal, Dipakranjan</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chakraborty, Soumen</au><au>Mal, Dipakranjan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2018-04-03</date><risdate>2018</risdate><volume>50</volume><issue>7</issue><spage>1560</spage><epage>1568</epage><pages>1560-1568</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>Abstract
Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols.</abstract><cop>Stuttgart · New York</cop><pub>Georg Thieme Verlag</pub><doi>10.1055/s-0036-1591746</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0001-6634-9932</orcidid></addata></record> |
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| identifier | ISSN: 0039-7881 |
| ispartof | Synthesis (Stuttgart), 2018-04, Vol.50 (7), p.1560-1568 |
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| language | eng |
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| source | Thieme Connect Journals |
| title | C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors |
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