Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols

The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2006-09, Vol.8 (20), p.4489-4492
Hauptverfasser: Belting, Volker, Krause, Norbert
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 4492
container_issue 20
container_start_page 4489
container_title Organic letters
container_volume 8
creator Belting, Volker
Krause, Norbert
description The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can be carried out in various solvents, including alcohol, with both terminal and internal alkynes as the substrate.
doi_str_mv 10.1021/ol061751u
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68875443</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68875443</sourcerecordid><originalsourceid>FETCH-LOGICAL-a379t-fa186529c052911d14dacf7a434955089e124c592cc6f1e8ffa6fa012ad74a5f3</originalsourceid><addsrcrecordid>eNptkM1Kw0AUhQdRbK0ufAHJRsFFdCbJTDLLErQVCm4quAvX-dHUSabONGD6BK59RJ_E0Za6cXUPh4_DuQehU4KvCE7ItTWYkZySbg8NCU3SOMc02d9phgfoyPsFxiQ4_BANCOMF42kyRI8Ta2RcwgpMv1YymkMrVROVvTC29rZRrl7Dqrbt18fntJfOgnm177359SKro6lt7NLZJbjn3tQiGhthX6zxx-hAg_HqZHtH6OH2Zl5O49n95K4cz2JIc76KNZCChVIiNOaESJJJEDqHLM04pbjgiiSZoDwRgmmiCq2BacAkAZlnQHU6Qheb3FDirVN-VTW1F8oYaJXtfMWKIqdZlgbwcgMKZ713SldLVzfg-org6mfGajdjYM-2od1To-Qfud0tAOcbAISvFrZzbfjxn6BvIfx8Fw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68875443</pqid></control><display><type>article</type><title>Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols</title><source>ACS Publications</source><creator>Belting, Volker ; Krause, Norbert</creator><creatorcontrib>Belting, Volker ; Krause, Norbert</creatorcontrib><description>The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can be carried out in various solvents, including alcohol, with both terminal and internal alkynes as the substrate.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol061751u</identifier><identifier>PMID: 16986932</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Organic letters, 2006-09, Vol.8 (20), p.4489-4492</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-fa186529c052911d14dacf7a434955089e124c592cc6f1e8ffa6fa012ad74a5f3</citedby><cites>FETCH-LOGICAL-a379t-fa186529c052911d14dacf7a434955089e124c592cc6f1e8ffa6fa012ad74a5f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol061751u$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol061751u$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16986932$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Belting, Volker</creatorcontrib><creatorcontrib>Krause, Norbert</creatorcontrib><title>Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can be carried out in various solvents, including alcohol, with both terminal and internal alkynes as the substrate.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNptkM1Kw0AUhQdRbK0ufAHJRsFFdCbJTDLLErQVCm4quAvX-dHUSabONGD6BK59RJ_E0Za6cXUPh4_DuQehU4KvCE7ItTWYkZySbg8NCU3SOMc02d9phgfoyPsFxiQ4_BANCOMF42kyRI8Ta2RcwgpMv1YymkMrVROVvTC29rZRrl7Dqrbt18fntJfOgnm177359SKro6lt7NLZJbjn3tQiGhthX6zxx-hAg_HqZHtH6OH2Zl5O49n95K4cz2JIc76KNZCChVIiNOaESJJJEDqHLM04pbjgiiSZoDwRgmmiCq2BacAkAZlnQHU6Qheb3FDirVN-VTW1F8oYaJXtfMWKIqdZlgbwcgMKZ713SldLVzfg-org6mfGajdjYM-2od1To-Qfud0tAOcbAISvFrZzbfjxn6BvIfx8Fw</recordid><startdate>20060928</startdate><enddate>20060928</enddate><creator>Belting, Volker</creator><creator>Krause, Norbert</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060928</creationdate><title>Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols</title><author>Belting, Volker ; Krause, Norbert</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-fa186529c052911d14dacf7a434955089e124c592cc6f1e8ffa6fa012ad74a5f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Belting, Volker</creatorcontrib><creatorcontrib>Krause, Norbert</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Belting, Volker</au><au>Krause, Norbert</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2006-09-28</date><risdate>2006</risdate><volume>8</volume><issue>20</issue><spage>4489</spage><epage>4492</epage><pages>4489-4492</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>The tandem cycloisomerization−hydroalkoxylation of various homopropargylic alcohols in the presence of an alcohol and a dual catalyst system, consisting of a gold precatalyst and a Brønsted acid, provides an efficient route to tetrahydrofuranyl ethers under mild reaction conditions. The reaction can be carried out in various solvents, including alcohol, with both terminal and internal alkynes as the substrate.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16986932</pmid><doi>10.1021/ol061751u</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2006-09, Vol.8 (20), p.4489-4492
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_68875443
source ACS Publications
title Gold-Catalyzed Tandem Cycloisomerization−Hydroalkoxylation of Homopropargylic Alcohols
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T03%3A58%3A49IST&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=Gold-Catalyzed%20Tandem%20Cycloisomerization%E2%88%92Hydroalkoxylation%20of%20Homopropargylic%20Alcohols&rft.jtitle=Organic%20letters&rft.au=Belting,%20Volker&rft.date=2006-09-28&rft.volume=8&rft.issue=20&rft.spage=4489&rft.epage=4492&rft.pages=4489-4492&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol061751u&rft_dat=%3Cproquest_cross%3E68875443%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=68875443&rft_id=info:pmid/16986932&rfr_iscdi=true