Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents

Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents

Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth=phthalimido). Highly functionalized structures can thus be rapidly assemb...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2006-07, Vol.45 (30), p.5002-5006
Hauptverfasser: Ouvry, Gilles, Quiclet-Sire, Béatrice, Zard, Samir Z.
Format: Artikel
Sprache:eng
Schlagworte:
allylation
dithiocarbonates
phosphane oxides
radical reactions
β-elimination
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5006
container_issue 30
container_start_page 5002
container_title Angewandte Chemie International Edition
container_volume 45
creator Ouvry, Gilles
Quiclet-Sire, Béatrice
Zard, Samir Z.
description Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth=phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.
doi_str_mv 10.1002/anie.200601556
format Article
fullrecord <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_00954781v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68795597</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4816-dd1a113e6b23b531ed1f4357df7d077cb0db737b4d99e8cbb31c3e2437dbe8a13</originalsourceid><addsrcrecordid>eNqFkM1v0zAYhy0EYh9w5YhyQuKQ4jeOP3KMxtZNqzptgHa07PjtanCTLE629b8nVarCbSe_sp7fc3gI-QR0BpRm30ztcZZRKihwLt6QY-AZpExK9na8c8ZSqTgckZMYf4-8UlS8J0cgFBcZzY7J_MdgY-_7oUeXlCFsQ_Ldt2ust6FdN7Fd-xqTmxfvMCYmJnfG-cqEiTS9rx-S8gHrPn4g71YmRPy4f0_Jr4vzn2eX6eJmfnVWLtIqVyBS58AAMBQ2Y5YzQAernHHpVtJRKStLnZVM2twVBarKWgYVwyxn0llUBtgp-Tp51ybotvMb0211Y7y-LBd690dpwXOp4GnHfpnYtmseB4y93vhYYQimxmaIWihZcF7IEZxNYNU1MXa4OpiB6l1mvcusD5nHwee9ebAbdP_wfdcRKCbg2QfcvqLT5fLq_H95Om197PHlsDXdHy3GNlzfL-e6uC1u6fL-Wl-zv0uXmF8</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68795597</pqid></control><display><type>article</type><title>Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Ouvry, Gilles ; Quiclet-Sire, Béatrice ; Zard, Samir Z.</creator><creatorcontrib>Ouvry, Gilles ; Quiclet-Sire, Béatrice ; Zard, Samir Z.</creatorcontrib><description>Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth=phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.</description><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.200601556</identifier><identifier>PMID: 16856202</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>allylation ; dithiocarbonates ; phosphane oxides ; radical reactions ; β-elimination</subject><ispartof>Angewandte Chemie International Edition, 2006-07, Vol.45 (30), p.5002-5006</ispartof><rights>Copyright © 2006 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4816-dd1a113e6b23b531ed1f4357df7d077cb0db737b4d99e8cbb31c3e2437dbe8a13</citedby><cites>FETCH-LOGICAL-c4816-dd1a113e6b23b531ed1f4357df7d077cb0db737b4d99e8cbb31c3e2437dbe8a13</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%2Fanie.200601556$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.200601556$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,776,780,881,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16856202$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://polytechnique.hal.science/hal-00954781$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Ouvry, Gilles</creatorcontrib><creatorcontrib>Quiclet-Sire, Béatrice</creatorcontrib><creatorcontrib>Zard, Samir Z.</creatorcontrib><title>Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents</title><title>Angewandte Chemie International Edition</title><addtitle>Angewandte Chemie International Edition</addtitle><description>Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth=phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.</description><subject>allylation</subject><subject>dithiocarbonates</subject><subject>phosphane oxides</subject><subject>radical reactions</subject><subject>β-elimination</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNqFkM1v0zAYhy0EYh9w5YhyQuKQ4jeOP3KMxtZNqzptgHa07PjtanCTLE629b8nVarCbSe_sp7fc3gI-QR0BpRm30ztcZZRKihwLt6QY-AZpExK9na8c8ZSqTgckZMYf4-8UlS8J0cgFBcZzY7J_MdgY-_7oUeXlCFsQ_Ldt2ust6FdN7Fd-xqTmxfvMCYmJnfG-cqEiTS9rx-S8gHrPn4g71YmRPy4f0_Jr4vzn2eX6eJmfnVWLtIqVyBS58AAMBQ2Y5YzQAernHHpVtJRKStLnZVM2twVBarKWgYVwyxn0llUBtgp-Tp51ybotvMb0211Y7y-LBd690dpwXOp4GnHfpnYtmseB4y93vhYYQimxmaIWihZcF7IEZxNYNU1MXa4OpiB6l1mvcusD5nHwee9ebAbdP_wfdcRKCbg2QfcvqLT5fLq_H95Om197PHlsDXdHy3GNlzfL-e6uC1u6fL-Wl-zv0uXmF8</recordid><startdate>20060724</startdate><enddate>20060724</enddate><creator>Ouvry, Gilles</creator><creator>Quiclet-Sire, Béatrice</creator><creator>Zard, Samir Z.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH Verlag</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>1XC</scope></search><sort><creationdate>20060724</creationdate><title>Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents</title><author>Ouvry, Gilles ; Quiclet-Sire, Béatrice ; Zard, Samir Z.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4816-dd1a113e6b23b531ed1f4357df7d077cb0db737b4d99e8cbb31c3e2437dbe8a13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>allylation</topic><topic>dithiocarbonates</topic><topic>phosphane oxides</topic><topic>radical reactions</topic><topic>β-elimination</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ouvry, Gilles</creatorcontrib><creatorcontrib>Quiclet-Sire, Béatrice</creatorcontrib><creatorcontrib>Zard, Samir Z.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ouvry, Gilles</au><au>Quiclet-Sire, Béatrice</au><au>Zard, Samir Z.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angewandte Chemie International Edition</addtitle><date>2006-07-24</date><risdate>2006</risdate><volume>45</volume><issue>30</issue><spage>5002</spage><epage>5006</epage><pages>5002-5006</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Radically useful: The radical addition of dithiocarbonates to branched allyl diphenylphosphine oxides can be followed by elimination of a diphenylphosphinoyl radical, thereby giving rise to allylated products (see scheme; Phth=phthalimido). Highly functionalized structures can thus be rapidly assembled under mild conditions and from cheap and readily available substrates and reagents.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>16856202</pmid><doi>10.1002/anie.200601556</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1433-7851
ispartof Angewandte Chemie International Edition, 2006-07, Vol.45 (30), p.5002-5006
issn 1433-7851
1521-3773
language eng
recordid cdi_hal_primary_oai_HAL_hal_00954781v1
source Wiley Online Library Journals Frontfile Complete
subjects allylation
dithiocarbonates
phosphane oxides
radical reactions
β-elimination
title Substituted Allyl Diphenylphosphine Oxides as Radical Allylating Agents
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-26T09%3A11%3A37IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Substituted%20Allyl%20Diphenylphosphine%20Oxides%20as%20Radical%20Allylating%20Agents&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Ouvry,%20Gilles&rft.date=2006-07-24&rft.volume=45&rft.issue=30&rft.spage=5002&rft.epage=5006&rft.pages=5002-5006&rft.issn=1433-7851&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.200601556&rft_dat=%3Cproquest_hal_p%3E68795597%3C/proquest_hal_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=68795597&rft_id=info:pmid/16856202&rfr_iscdi=true