Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor
An efficient and catalytic protocol for highly stereoselective construction of β-mannopyranosylation has been developed. Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in...
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| Veröffentlicht in: | Chinese chemical letters 2022-11, Vol.33 (11), p.4878-4881 |
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| creator | Feng, Yingle Yang, Jie Cai, Chenglin Sun, Taotao Zhang, Qi Chai, Yonghai |
| description | An efficient and catalytic protocol for highly stereoselective construction of β-mannopyranosylation has been developed. Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity.
Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity. [Display omitted] |
| doi_str_mv | 10.1016/j.cclet.2022.02.071 |
| format | Article |
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Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity. [Display omitted]</description><identifier>ISSN: 1001-8417</identifier><identifier>EISSN: 1878-5964</identifier><identifier>DOI: 10.1016/j.cclet.2022.02.071</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>1,2-cis Glycosylation ; 2,6-Lactone ; Catalytic glycosylation ; Ortho-hexynylbenzoates ; β-Mannanoside</subject><ispartof>Chinese chemical letters, 2022-11, Vol.33 (11), p.4878-4881</ispartof><rights>2022</rights><rights>Copyright © Wanfang Data Co. Ltd. All Rights Reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c335t-c5b4cc5445b27d33c97cc7516ab6e9b9ba849bb2154848b5c67e5d9c197ba3e63</citedby><cites>FETCH-LOGICAL-c335t-c5b4cc5445b27d33c97cc7516ab6e9b9ba849bb2154848b5c67e5d9c197ba3e63</cites><orcidid>0000-0001-7913-8819 ; 0000-0002-9306-055X ; 0000-0003-3575-2854 ; 0000-0002-7644-9336 ; 0000-0003-3157-179X ; 0000-0001-8999-4635</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://www.wanfangdata.com.cn/images/PeriodicalImages/zghxkb/zghxkb.jpg</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S1001841722001851$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Feng, Yingle</creatorcontrib><creatorcontrib>Yang, Jie</creatorcontrib><creatorcontrib>Cai, Chenglin</creatorcontrib><creatorcontrib>Sun, Taotao</creatorcontrib><creatorcontrib>Zhang, Qi</creatorcontrib><creatorcontrib>Chai, Yonghai</creatorcontrib><title>Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor</title><title>Chinese chemical letters</title><description>An efficient and catalytic protocol for highly stereoselective construction of β-mannopyranosylation has been developed. Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity.
Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity. [Display omitted]</description><subject>1,2-cis Glycosylation</subject><subject>2,6-Lactone</subject><subject>Catalytic glycosylation</subject><subject>Ortho-hexynylbenzoates</subject><subject>β-Mannanoside</subject><issn>1001-8417</issn><issn>1878-5964</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kMFu1DAQhiMEUkvLE_TiGxe8teM4Tg4c0IoCUiUu9GyNJ7OJl9SubLc0vfNCPAjPRLbLhQvSSDOH_5vRfFV1IcVGCtle7jeIM5VNLep6I9Yy8kV1KjvTcd23zct1FkLyrpHmpHqd816IuutUe1r93EKBeSkeGYSBTX6c5oXlQolippmw-Adiv3_xWwgh3i0JQszLDMXHwO6zDyMDVr9r-QxYYiDukh9GGti_eRZTmSKf6HEJy-woPEUoxCCzIYaYzqtXO5gzvfnbz6qbq4_ftp_59ddPX7YfrjkqpQtH7RpE3TTa1WZQCnuDaLRswbXUu95B1_TO1VI3XdM5ja0hPfQoe-NAUavOqrfHvT8g7CCMdh_vU1gv2qdxevzuDv6kFEqsSXVMYoo5J9rZu-RvIS1WCntwbvf22bk9MFasZeRKvT9StD7x4CnZjJ4C0uDTqtIO0f-X_wMjwZAz</recordid><startdate>20221101</startdate><enddate>20221101</enddate><creator>Feng, Yingle</creator><creator>Yang, Jie</creator><creator>Cai, Chenglin</creator><creator>Sun, Taotao</creator><creator>Zhang, Qi</creator><creator>Chai, Yonghai</creator><general>Elsevier B.V</general><general>Key Laboratory of Applied Surface and Colloid Chemistry,Ministry of Education and School of Chemistry and Chemical Engineering,Shaanxi Normal University,Xi'an 710119,China%School of Chemistry and Chemical Engineering,Shaanxi Normal University,Xi'an 710119,China</general><scope>AAYXX</scope><scope>CITATION</scope><scope>2B.</scope><scope>4A8</scope><scope>92I</scope><scope>93N</scope><scope>PSX</scope><scope>TCJ</scope><orcidid>https://orcid.org/0000-0001-7913-8819</orcidid><orcidid>https://orcid.org/0000-0002-9306-055X</orcidid><orcidid>https://orcid.org/0000-0003-3575-2854</orcidid><orcidid>https://orcid.org/0000-0002-7644-9336</orcidid><orcidid>https://orcid.org/0000-0003-3157-179X</orcidid><orcidid>https://orcid.org/0000-0001-8999-4635</orcidid></search><sort><creationdate>20221101</creationdate><title>Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor</title><author>Feng, Yingle ; Yang, Jie ; Cai, Chenglin ; Sun, Taotao ; Zhang, Qi ; Chai, Yonghai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-c5b4cc5445b27d33c97cc7516ab6e9b9ba849bb2154848b5c67e5d9c197ba3e63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>1,2-cis Glycosylation</topic><topic>2,6-Lactone</topic><topic>Catalytic glycosylation</topic><topic>Ortho-hexynylbenzoates</topic><topic>β-Mannanoside</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Feng, Yingle</creatorcontrib><creatorcontrib>Yang, Jie</creatorcontrib><creatorcontrib>Cai, Chenglin</creatorcontrib><creatorcontrib>Sun, Taotao</creatorcontrib><creatorcontrib>Zhang, Qi</creatorcontrib><creatorcontrib>Chai, Yonghai</creatorcontrib><collection>CrossRef</collection><collection>Wanfang Data Journals - Hong Kong</collection><collection>WANFANG Data Centre</collection><collection>Wanfang Data Journals</collection><collection>万方数据期刊 - 香港版</collection><collection>China Online Journals (COJ)</collection><collection>China Online Journals (COJ)</collection><jtitle>Chinese chemical letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Feng, Yingle</au><au>Yang, Jie</au><au>Cai, Chenglin</au><au>Sun, Taotao</au><au>Zhang, Qi</au><au>Chai, Yonghai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor</atitle><jtitle>Chinese chemical letters</jtitle><date>2022-11-01</date><risdate>2022</risdate><volume>33</volume><issue>11</issue><spage>4878</spage><epage>4881</epage><pages>4878-4881</pages><issn>1001-8417</issn><eissn>1878-5964</eissn><abstract>An efficient and catalytic protocol for highly stereoselective construction of β-mannopyranosylation has been developed. Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity.
Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(II) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity. [Display omitted]</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.cclet.2022.02.071</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-7913-8819</orcidid><orcidid>https://orcid.org/0000-0002-9306-055X</orcidid><orcidid>https://orcid.org/0000-0003-3575-2854</orcidid><orcidid>https://orcid.org/0000-0002-7644-9336</orcidid><orcidid>https://orcid.org/0000-0003-3157-179X</orcidid><orcidid>https://orcid.org/0000-0001-8999-4635</orcidid></addata></record> |
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| ispartof | Chinese chemical letters, 2022-11, Vol.33 (11), p.4878-4881 |
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| source | Elsevier ScienceDirect Journals; Alma/SFX Local Collection |
| subjects | 1,2-cis Glycosylation 2,6-Lactone Catalytic glycosylation Ortho-hexynylbenzoates β-Mannanoside |
| title | Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor |
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