Regioselectivity of the Intramolecular Photocycloaddition of α,β-Butenolides to a Terminal Alkene
Abstract The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate an...
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Veröffentlicht in: | Synthesis (Stuttgart) 2001-01, Vol.112 (8) |
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container_title | Synthesis (Stuttgart) |
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creator | Busqué, Félix March, Pedro de Figueredo, Marta Font, Josep Margaretha, Paul Raya, Javier |
description | Abstract
The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate and can be rationalized by simple theoretical calculations performed on the diradical intermediates. |
doi_str_mv | 10.1055/s-2001-15058 |
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The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate and can be rationalized by simple theoretical calculations performed on the diradical intermediates.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-2001-15058</identifier><language>eng</language><ispartof>Synthesis (Stuttgart), 2001-01, Vol.112 (8)</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c269t-ba4a8d65fa54c7bc9e1ee251901392ce35ae7a91fe3015d78b5f1f39c7a2acdc3</citedby></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-2001-15058.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2001-15058$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids></links><search><creatorcontrib>Busqué, Félix</creatorcontrib><creatorcontrib>March, Pedro de</creatorcontrib><creatorcontrib>Figueredo, Marta</creatorcontrib><creatorcontrib>Font, Josep</creatorcontrib><creatorcontrib>Margaretha, Paul</creatorcontrib><creatorcontrib>Raya, Javier</creatorcontrib><title>Regioselectivity of the Intramolecular Photocycloaddition of α,β-Butenolides to a Terminal Alkene</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>Abstract
The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate and can be rationalized by simple theoretical calculations performed on the diradical intermediates.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNptkM1KAzEYRYMoWKs7HyB7G00mTTNZVvGnUFCkgruQZr7Y1MxEklToY-mD9JlsrUtXFy6Hy-UgdM7oJaNCXGVSUcoIE1TUB6jHhlySitHXQ9SjlCsi65odo5Ocl5RSWXHVQ_YZ3nzMEMAW_-nLGkeHywLwpCvJtHHbr4JJ-GkRS7RrG6JpGl987Hbg5muw-SbXqwJdDL6BjEvEBs8gtb4zAY_DO3Rwio6cCRnO_rKPXu5uZzcPZPp4P7kZT4mtRqqQuRmauhkJZ8TQyrlVwAAqwRRlXFUWuDAgjWIOOGWikfVcOOa4stJUxjaW99Fgv2tTzDmB0x_JtyatNaN6J0hnvROkfwVt8Ys9XhYeWtDLuErb0_l_-gfvG2oU</recordid><startdate>20010101</startdate><enddate>20010101</enddate><creator>Busqué, Félix</creator><creator>March, Pedro de</creator><creator>Figueredo, Marta</creator><creator>Font, Josep</creator><creator>Margaretha, Paul</creator><creator>Raya, Javier</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20010101</creationdate><title>Regioselectivity of the Intramolecular Photocycloaddition of α,β-Butenolides to a Terminal Alkene</title><author>Busqué, Félix ; March, Pedro de ; Figueredo, Marta ; Font, Josep ; Margaretha, Paul ; Raya, Javier</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c269t-ba4a8d65fa54c7bc9e1ee251901392ce35ae7a91fe3015d78b5f1f39c7a2acdc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Busqué, Félix</creatorcontrib><creatorcontrib>March, Pedro de</creatorcontrib><creatorcontrib>Figueredo, Marta</creatorcontrib><creatorcontrib>Font, Josep</creatorcontrib><creatorcontrib>Margaretha, Paul</creatorcontrib><creatorcontrib>Raya, Javier</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Busqué, Félix</au><au>March, Pedro de</au><au>Figueredo, Marta</au><au>Font, Josep</au><au>Margaretha, Paul</au><au>Raya, Javier</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselectivity of the Intramolecular Photocycloaddition of α,β-Butenolides to a Terminal Alkene</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2001-01-01</date><risdate>2001</risdate><volume>112</volume><issue>8</issue><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>Abstract
The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate and can be rationalized by simple theoretical calculations performed on the diradical intermediates.</abstract><doi>10.1055/s-2001-15058</doi></addata></record> |
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title | Regioselectivity of the Intramolecular Photocycloaddition of α,β-Butenolides to a Terminal Alkene |
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