Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids

The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2003-10 (20), p.2578-2579
Hauptverfasser: Clark, J Stephen, Whitlock, Gavin, Jiang, Shende, Onyia, Ngozi
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2579
container_issue 20
container_start_page 2578
container_title Chemical communications (Cambridge, England)
container_volume
creator Clark, J Stephen
Whitlock, Gavin
Jiang, Shende
Onyia, Ngozi
description The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.
doi_str_mv 10.1039/b307858m
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_71344978</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>71344978</sourcerecordid><originalsourceid>FETCH-LOGICAL-c365t-3af868a75d0212f48c707ab898ea59784a36e52ff5ceb08e78fcc1a43385b9fa3</originalsourceid><addsrcrecordid>eNpFkM9LwzAUgIMobk7Bv0ByEi_VpEna9CjDXzDwoIK3kqYvW6VJZpIN-9_bsYnv8h6Pj-_wIXRJyS0lrLprGCmlkPYITSkreCa4_Dze3aLKSsbFBJ3F-EXGoUKeognlouK5rKZo-5YggI_Qg07dFnAcXFpB7CL2BidIQa2GNvj1EJTLWOYdRNwMOIAK42cJFlzaof7Hu25j8dB37YgswUFQCVpsgrfYQlI91io04HzXxnN0YlQf4eKwZ-jj8eF9_pwtXp9e5veLTLNCpIwpIwupStGSnOaGS12SUjWykqBEVUquWAEiN0ZoaIiEUhqtqeKMSdFURrEZut5718F_byCm2nZRQ98rB34T65IyzkfRCN7sQR18jAFMvQ6dVWGoKal3jeu_xiN6dXBuGgvtP3iIyn4BARZ6Pw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>71344978</pqid></control><display><type>article</type><title>Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids</title><source>Royal Society of Chemistry Journals Archive (1841-2007)</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Clark, J Stephen ; Whitlock, Gavin ; Jiang, Shende ; Onyia, Ngozi</creator><creatorcontrib>Clark, J Stephen ; Whitlock, Gavin ; Jiang, Shende ; Onyia, Ngozi</creatorcontrib><description>The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/b307858m</identifier><identifier>PMID: 14594289</identifier><language>eng</language><publisher>England</publisher><ispartof>Chemical communications (Cambridge, England), 2003-10 (20), p.2578-2579</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c365t-3af868a75d0212f48c707ab898ea59784a36e52ff5ceb08e78fcc1a43385b9fa3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,2818,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14594289$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Clark, J Stephen</creatorcontrib><creatorcontrib>Whitlock, Gavin</creatorcontrib><creatorcontrib>Jiang, Shende</creatorcontrib><creatorcontrib>Onyia, Ngozi</creatorcontrib><title>Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNpFkM9LwzAUgIMobk7Bv0ByEi_VpEna9CjDXzDwoIK3kqYvW6VJZpIN-9_bsYnv8h6Pj-_wIXRJyS0lrLprGCmlkPYITSkreCa4_Dze3aLKSsbFBJ3F-EXGoUKeognlouK5rKZo-5YggI_Qg07dFnAcXFpB7CL2BidIQa2GNvj1EJTLWOYdRNwMOIAK42cJFlzaof7Hu25j8dB37YgswUFQCVpsgrfYQlI91io04HzXxnN0YlQf4eKwZ-jj8eF9_pwtXp9e5veLTLNCpIwpIwupStGSnOaGS12SUjWykqBEVUquWAEiN0ZoaIiEUhqtqeKMSdFURrEZut5718F_byCm2nZRQ98rB34T65IyzkfRCN7sQR18jAFMvQ6dVWGoKal3jeu_xiN6dXBuGgvtP3iIyn4BARZ6Pw</recordid><startdate>20031021</startdate><enddate>20031021</enddate><creator>Clark, J Stephen</creator><creator>Whitlock, Gavin</creator><creator>Jiang, Shende</creator><creator>Onyia, Ngozi</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20031021</creationdate><title>Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids</title><author>Clark, J Stephen ; Whitlock, Gavin ; Jiang, Shende ; Onyia, Ngozi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c365t-3af868a75d0212f48c707ab898ea59784a36e52ff5ceb08e78fcc1a43385b9fa3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Clark, J Stephen</creatorcontrib><creatorcontrib>Whitlock, Gavin</creatorcontrib><creatorcontrib>Jiang, Shende</creatorcontrib><creatorcontrib>Onyia, Ngozi</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Clark, J Stephen</au><au>Whitlock, Gavin</au><au>Jiang, Shende</au><au>Onyia, Ngozi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2003-10-21</date><risdate>2003</risdate><issue>20</issue><spage>2578</spage><epage>2579</epage><pages>2578-2579</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent.</abstract><cop>England</cop><pmid>14594289</pmid><doi>10.1039/b307858m</doi><tpages>2</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2003-10 (20), p.2578-2579
issn 1359-7345
1364-548X
language eng
recordid cdi_proquest_miscellaneous_71344978
source Royal Society of Chemistry Journals Archive (1841-2007); Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T10%3A25%3A52IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Stereoselective%20synthesis%20of%20tetrahydropyran-3-ones%20by%20rearrangement%20of%20oxonium%20ylides%20generated%20from%20metal%20carbenoids&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Clark,%20J%20Stephen&rft.date=2003-10-21&rft.issue=20&rft.spage=2578&rft.epage=2579&rft.pages=2578-2579&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/b307858m&rft_dat=%3Cproquest_cross%3E71344978%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=71344978&rft_id=info:pmid/14594289&rfr_iscdi=true