Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents
The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dep...
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Veröffentlicht in: | Organic & biomolecular chemistry 2023-05, Vol.21 (21), p.4429-4433 |
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creator | Yin, Long Zhu, Wanjiang Xu, Yang Xing, Junhao Dou, Xiaowei |
description | The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dependent, and a plausible mechanism involving different active organorhodium intermediates was proposed for these coupling reactions.
Rhodium-catalyzed ring-opening coupling of 2,3-dihydrofuran/benzofuran with organometallic reagents to give
Z
-homoallylic alcohols and
E
-stilbenoids was reported. |
doi_str_mv | 10.1039/d3ob00579h |
format | Article |
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Rhodium-catalyzed ring-opening coupling of 2,3-dihydrofuran/benzofuran with organometallic reagents to give
Z
-homoallylic alcohols and
E
-stilbenoids was reported.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d3ob00579h</identifier><identifier>PMID: 37191166</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alcohols ; Benzofuran ; Catalysis ; Chemical reactions ; Coupling ; Ethers ; Intermediates ; Reagents ; Rhodium ; Ring opening ; Substrates ; Vinyl ethers</subject><ispartof>Organic & biomolecular chemistry, 2023-05, Vol.21 (21), p.4429-4433</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c296t-1d3482d4fbe2de38954fb58f41a4cf16218d5061ad65e18d752a2530b2b144fc3</cites><orcidid>0000-0002-0748-1279</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37191166$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yin, Long</creatorcontrib><creatorcontrib>Zhu, Wanjiang</creatorcontrib><creatorcontrib>Xu, Yang</creatorcontrib><creatorcontrib>Xing, Junhao</creatorcontrib><creatorcontrib>Dou, Xiaowei</creatorcontrib><title>Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dependent, and a plausible mechanism involving different active organorhodium intermediates was proposed for these coupling reactions.
Rhodium-catalyzed ring-opening coupling of 2,3-dihydrofuran/benzofuran with organometallic reagents to give
Z
-homoallylic alcohols and
E
-stilbenoids was reported.</description><subject>Alcohols</subject><subject>Benzofuran</subject><subject>Catalysis</subject><subject>Chemical reactions</subject><subject>Coupling</subject><subject>Ethers</subject><subject>Intermediates</subject><subject>Reagents</subject><subject>Rhodium</subject><subject>Ring opening</subject><subject>Substrates</subject><subject>Vinyl ethers</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpd0dtLwzAUBvAgipvTF9-Vgi8iVHNtm0edlwmDgaivJU3StaNtZtIq9a83uzjBp_NBfnyEcwA4RfAaQcJvFDEZhCzmxR4YIhrHIWSE7-8yhgNw5NwCQsTjiB6CAYkRRyiKhuD9pQilaEXVf2sV2LKZh2apGz8DabpltQomD2Qvq1IGn2XTV4FuC21d8FW2RWDsXDSm1r5hBawWc9207hgc5KJy-mQ7R-Dt8eF1PAmns6fn8e00lJhHbYgUoQlWNM80VpoknPnIkpwiQWWOIowSxWCEhIqY9jlmWGBGYIYzRGkuyQhcbnqX1nx02rVpXTqpq0o02nQuxQmiDCcwwZ5e_KML09nG_84rDDnCZK2uNkpa45zVebq0ZS1snyKYrrad3pPZ3XrbE4_Pt5VdVmu1o7_r9eBsA6yTu9e_c5Ef5suDzw</recordid><startdate>20230531</startdate><enddate>20230531</enddate><creator>Yin, Long</creator><creator>Zhu, Wanjiang</creator><creator>Xu, Yang</creator><creator>Xing, Junhao</creator><creator>Dou, Xiaowei</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0748-1279</orcidid></search><sort><creationdate>20230531</creationdate><title>Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents</title><author>Yin, Long ; Zhu, Wanjiang ; Xu, Yang ; Xing, Junhao ; Dou, Xiaowei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c296t-1d3482d4fbe2de38954fb58f41a4cf16218d5061ad65e18d752a2530b2b144fc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alcohols</topic><topic>Benzofuran</topic><topic>Catalysis</topic><topic>Chemical reactions</topic><topic>Coupling</topic><topic>Ethers</topic><topic>Intermediates</topic><topic>Reagents</topic><topic>Rhodium</topic><topic>Ring opening</topic><topic>Substrates</topic><topic>Vinyl ethers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yin, Long</creatorcontrib><creatorcontrib>Zhu, Wanjiang</creatorcontrib><creatorcontrib>Xu, Yang</creatorcontrib><creatorcontrib>Xing, Junhao</creatorcontrib><creatorcontrib>Dou, Xiaowei</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yin, Long</au><au>Zhu, Wanjiang</au><au>Xu, Yang</au><au>Xing, Junhao</au><au>Dou, Xiaowei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2023-05-31</date><risdate>2023</risdate><volume>21</volume><issue>21</issue><spage>4429</spage><epage>4433</epage><pages>4429-4433</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dependent, and a plausible mechanism involving different active organorhodium intermediates was proposed for these coupling reactions.
Rhodium-catalyzed ring-opening coupling of 2,3-dihydrofuran/benzofuran with organometallic reagents to give
Z
-homoallylic alcohols and
E
-stilbenoids was reported.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>37191166</pmid><doi>10.1039/d3ob00579h</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-0748-1279</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Alcohols Benzofuran Catalysis Chemical reactions Coupling Ethers Intermediates Reagents Rhodium Ring opening Substrates Vinyl ethers |
title | Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents |
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