Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination
The rhodium‐catalyzed addition reaction of arylboronic acids to β‐aryloxyacrylates gives 3,3‐diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination.
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Veröffentlicht in: | Advanced synthesis & catalysis 2011-08, Vol.353 (11-12), p.1923-1926 |
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container_end_page | 1926 |
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container_issue | 11-12 |
container_start_page | 1923 |
container_title | Advanced synthesis & catalysis |
container_volume | 353 |
creator | Matsuda, Takanori Shiose, Shigeru Suda, Yuya |
description | The rhodium‐catalyzed addition reaction of arylboronic acids to β‐aryloxyacrylates gives 3,3‐diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination. |
doi_str_mv | 10.1002/adsc.201100253 |
format | Article |
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The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201100253</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>1,4‐addition ; 4-addition ; Aliphatic compounds ; boron ; Catalysis ; Chemistry ; esters ; Exact sciences and technology ; General and physical chemistry ; Organic chemistry ; Preparations and properties ; rhodium ; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry ; β-oxygen elimination</subject><ispartof>Advanced synthesis & catalysis, 2011-08, Vol.353 (11-12), p.1923-1926</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3573-429114e6eb9916cb29151fd3c95d585a66ecd57f639770c44d093c3a4d643d683</citedby><cites>FETCH-LOGICAL-c3573-429114e6eb9916cb29151fd3c95d585a66ecd57f639770c44d093c3a4d643d683</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.201100253$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.201100253$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24458506$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Matsuda, Takanori</creatorcontrib><creatorcontrib>Shiose, Shigeru</creatorcontrib><creatorcontrib>Suda, Yuya</creatorcontrib><title>Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination</title><title>Advanced synthesis & catalysis</title><addtitle>Adv. Synth. Catal</addtitle><description>The rhodium‐catalyzed addition reaction of arylboronic acids to β‐aryloxyacrylates gives 3,3‐diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination.</description><subject>1,4‐addition</subject><subject>4-addition</subject><subject>Aliphatic compounds</subject><subject>boron</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>esters</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>rhodium</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><subject>β-oxygen elimination</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkE1PwjAcxhejiYhePffizWG7vrHjAogkKIkvwVvTtR1Wx4rrQObH8oP4mdyCId48_V9_z5M8QXCOYA9BGF1J7VUvgqgdKD4IOoghGhLE4sN9T-FxcOL9K4SI9znvBO_3L07b9TIcyErm9afRYOjWaW4AuiRhorWtrCuAy0BS1nnqSldYBRJltQeVA99fYbt321qqpsrKeDApNi7f2GLRXmfbemEKMMrt0hay1ToNjjKZe3P2W7vB0_XocXATTmfjySCZhgpTjkMSxQgRw0wax4iptBkpyjRWMdW0TyVjRmnKM4ZjzqEiRMMYKyyJZgRr1sfdoLfTVaXzvjSZWJV2KctaICjajEQbmNgH1gAXO2AlvZJ5VspCWb-nIkIaX8iav3j392FzU_-jKpLhw-CvR7hjra_Mds_K8k0wjjkV87uxgLfPaIqmc8HwDzYyjTw</recordid><startdate>201108</startdate><enddate>201108</enddate><creator>Matsuda, Takanori</creator><creator>Shiose, Shigeru</creator><creator>Suda, Yuya</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201108</creationdate><title>Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination</title><author>Matsuda, Takanori ; Shiose, Shigeru ; Suda, Yuya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3573-429114e6eb9916cb29151fd3c95d585a66ecd57f639770c44d093c3a4d643d683</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>1,4‐addition</topic><topic>4-addition</topic><topic>Aliphatic compounds</topic><topic>boron</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>esters</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>rhodium</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><topic>β-oxygen elimination</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsuda, Takanori</creatorcontrib><creatorcontrib>Shiose, Shigeru</creatorcontrib><creatorcontrib>Suda, Yuya</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsuda, Takanori</au><au>Shiose, Shigeru</au><au>Suda, Yuya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. Synth. Catal</addtitle><date>2011-08</date><risdate>2011</risdate><volume>353</volume><issue>11-12</issue><spage>1923</spage><epage>1926</epage><pages>1923-1926</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>The rhodium‐catalyzed addition reaction of arylboronic acids to β‐aryloxyacrylates gives 3,3‐diarylpropanoates in good yields. The double arylation reaction proceeds via the intermediate cinnamates generated by β‐oxygen elimination.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adsc.201100253</doi><tpages>4</tpages></addata></record> |
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subjects | 1,4‐addition 4-addition Aliphatic compounds boron Catalysis Chemistry esters Exact sciences and technology General and physical chemistry Organic chemistry Preparations and properties rhodium Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry β-oxygen elimination |
title | Rhodium-Catalyzed Double 1,4-Addition of Arylboronic Acids to β-Aryloxyacrylates Involving β-Oxygen Elimination |
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