Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis

In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru‐based catalysts was accomplished by exploiting previou...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry : a European journal 2008-09, Vol.14 (28), p.8690-8695
Hauptverfasser: Fournier, Pierre-André, Savoie, Jolaine, Stenne, Brice, Bédard, Marion, Grandbois, Alain, Collins, Shawn K.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 8695
container_issue 28
container_start_page 8690
container_title Chemistry : a European journal
container_volume 14
creator Fournier, Pierre-André
Savoie, Jolaine
Stenne, Brice
Bédard, Marion
Grandbois, Alain
Collins, Shawn K.
description In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru‐based catalysts was accomplished by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives. It goes without…︁! New chiral Ru‐based catalysts were prepared by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives (see scheme).
doi_str_mv 10.1002/chem.200800642
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_69618086</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>69618086</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3812-c356a04c6240520e304efc92ecc6a3c324030899ddae453b0aad4d7f1deee02a3</originalsourceid><addsrcrecordid>eNqFkEGP0zAQRi0EYsvClSPKiVvK2E4c54hKt12pZSUE9IY1dSaqwUmK7QLh15NVq4Ublxlp5n3f4TH2ksOcA4g39kDdXABoAFWIR2zGS8FzWanyMZtBXVS5KmV9xZ7F-BUAaiXlU3bFtdJaFzBjX7ZkD9i7mJxF78fsto9HF6jJFpjQjzHFrB1CtuyxT26I5Mkm94OydxTHrqMU3G-cHn3M9mN256l1fbalhOlA0cXn7EmLPtKLy75mn26WHxfrfHO3ul283eRWai6mWSqEwipRQCmAJBTU2lqQtQqlldNZgq7rpkEqSrkHxKZoqpY3RAQC5TV7fe49huH7iWIynYuWvMeehlM0qlZcg1YTOD-DNgwxBmrNMbgOw2g4mHuj5t6oeTA6BV5dmk_7jpq_-EXhBNRn4KfzNP6nzizWy-2_5fk5O_mnXw9ZDN-MqmRVmt37ldntNqvP6w9rs5F_AGhrlFY</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>69618086</pqid></control><display><type>article</type><title>Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><creator>Fournier, Pierre-André ; Savoie, Jolaine ; Stenne, Brice ; Bédard, Marion ; Grandbois, Alain ; Collins, Shawn K.</creator><creatorcontrib>Fournier, Pierre-André ; Savoie, Jolaine ; Stenne, Brice ; Bédard, Marion ; Grandbois, Alain ; Collins, Shawn K.</creatorcontrib><description>In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru‐based catalysts was accomplished by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives. It goes without…︁! New chiral Ru‐based catalysts were prepared by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives (see scheme).</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.200800642</identifier><identifier>PMID: 18688840</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Alkenes - chemistry ; asymmetric catalysis ; Catalysis ; desymmetrization ; N-heterocyclic carbenes ; olefin metathesis ; ruthenium ; Stereoisomerism</subject><ispartof>Chemistry : a European journal, 2008-09, Vol.14 (28), p.8690-8695</ispartof><rights>Copyright © 2008 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3812-c356a04c6240520e304efc92ecc6a3c324030899ddae453b0aad4d7f1deee02a3</citedby><cites>FETCH-LOGICAL-c3812-c356a04c6240520e304efc92ecc6a3c324030899ddae453b0aad4d7f1deee02a3</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%2Fchem.200800642$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.200800642$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18688840$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Fournier, Pierre-André</creatorcontrib><creatorcontrib>Savoie, Jolaine</creatorcontrib><creatorcontrib>Stenne, Brice</creatorcontrib><creatorcontrib>Bédard, Marion</creatorcontrib><creatorcontrib>Grandbois, Alain</creatorcontrib><creatorcontrib>Collins, Shawn K.</creatorcontrib><title>Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis</title><title>Chemistry : a European journal</title><addtitle>Chemistry - A European Journal</addtitle><description>In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru‐based catalysts was accomplished by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives. It goes without…︁! New chiral Ru‐based catalysts were prepared by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives (see scheme).</description><subject>Alkenes - chemistry</subject><subject>asymmetric catalysis</subject><subject>Catalysis</subject><subject>desymmetrization</subject><subject>N-heterocyclic carbenes</subject><subject>olefin metathesis</subject><subject>ruthenium</subject><subject>Stereoisomerism</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEGP0zAQRi0EYsvClSPKiVvK2E4c54hKt12pZSUE9IY1dSaqwUmK7QLh15NVq4Ublxlp5n3f4TH2ksOcA4g39kDdXABoAFWIR2zGS8FzWanyMZtBXVS5KmV9xZ7F-BUAaiXlU3bFtdJaFzBjX7ZkD9i7mJxF78fsto9HF6jJFpjQjzHFrB1CtuyxT26I5Mkm94OydxTHrqMU3G-cHn3M9mN256l1fbalhOlA0cXn7EmLPtKLy75mn26WHxfrfHO3ul283eRWai6mWSqEwipRQCmAJBTU2lqQtQqlldNZgq7rpkEqSrkHxKZoqpY3RAQC5TV7fe49huH7iWIynYuWvMeehlM0qlZcg1YTOD-DNgwxBmrNMbgOw2g4mHuj5t6oeTA6BV5dmk_7jpq_-EXhBNRn4KfzNP6nzizWy-2_5fk5O_mnXw9ZDN-MqmRVmt37ldntNqvP6w9rs5F_AGhrlFY</recordid><startdate>20080926</startdate><enddate>20080926</enddate><creator>Fournier, Pierre-André</creator><creator>Savoie, Jolaine</creator><creator>Stenne, Brice</creator><creator>Bédard, Marion</creator><creator>Grandbois, Alain</creator><creator>Collins, Shawn K.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20080926</creationdate><title>Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis</title><author>Fournier, Pierre-André ; Savoie, Jolaine ; Stenne, Brice ; Bédard, Marion ; Grandbois, Alain ; Collins, Shawn K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3812-c356a04c6240520e304efc92ecc6a3c324030899ddae453b0aad4d7f1deee02a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Alkenes - chemistry</topic><topic>asymmetric catalysis</topic><topic>Catalysis</topic><topic>desymmetrization</topic><topic>N-heterocyclic carbenes</topic><topic>olefin metathesis</topic><topic>ruthenium</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fournier, Pierre-André</creatorcontrib><creatorcontrib>Savoie, Jolaine</creatorcontrib><creatorcontrib>Stenne, Brice</creatorcontrib><creatorcontrib>Bédard, Marion</creatorcontrib><creatorcontrib>Grandbois, Alain</creatorcontrib><creatorcontrib>Collins, Shawn K.</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fournier, Pierre-André</au><au>Savoie, Jolaine</au><au>Stenne, Brice</au><au>Bédard, Marion</au><au>Grandbois, Alain</au><au>Collins, Shawn K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chemistry - A European Journal</addtitle><date>2008-09-26</date><risdate>2008</risdate><volume>14</volume><issue>28</issue><spage>8690</spage><epage>8695</epage><pages>8690-8695</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><abstract>In asymmetric olefin metathesis reactions, the addition of halide additives is often required to augment enantioselectivities, despite the fact that the additives result in catalysts with diminished reactivities. The preparation of new chiral Ru‐based catalysts was accomplished by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives. It goes without…︁! New chiral Ru‐based catalysts were prepared by exploiting previously reported mechanistic studies. The catalysts possess a high level of reactivity and successfully induce high levels of asymmetry in desymmetrization reactions without the use of halide additives (see scheme).</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>18688840</pmid><doi>10.1002/chem.200800642</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0947-6539
ispartof Chemistry : a European journal, 2008-09, Vol.14 (28), p.8690-8695
issn 0947-6539
1521-3765
language eng
recordid cdi_proquest_miscellaneous_69618086
source MEDLINE; Access via Wiley Online Library
subjects Alkenes - chemistry
asymmetric catalysis
Catalysis
desymmetrization
N-heterocyclic carbenes
olefin metathesis
ruthenium
Stereoisomerism
title Mechanistically Inspired Catalysts for Enantioselective Desymmetrizations by Olefin Metathesis
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T13%3A42%3A20IST&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=Mechanistically%20Inspired%20Catalysts%20for%20Enantioselective%20Desymmetrizations%20by%20Olefin%20Metathesis&rft.jtitle=Chemistry%20:%20a%20European%20journal&rft.au=Fournier,%20Pierre-Andr%C3%A9&rft.date=2008-09-26&rft.volume=14&rft.issue=28&rft.spage=8690&rft.epage=8695&rft.pages=8690-8695&rft.issn=0947-6539&rft.eissn=1521-3765&rft_id=info:doi/10.1002/chem.200800642&rft_dat=%3Cproquest_cross%3E69618086%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=69618086&rft_id=info:pmid/18688840&rfr_iscdi=true