First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g
The first enantioselective total syntheses of two marine sesquiterpenes (1 R )-suberosenone and (1 R )-suberosanone are achieved leading to revision of the AC of natural (1 S )-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trif...
Gespeichert in:
Hauptverfasser: | , , , , , , , , |
---|---|
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 3461 |
---|---|
container_issue | 16 |
container_start_page | 3458 |
container_title | |
container_volume | 51 |
creator | Kousara, Mohammad Ferry, Angélique Le Bideau, Franck Serré, Kathalyn L Chataigner, Isabelle Morvan, Estelle Dubois, Joëlle Chéron, Monique Dumas, Françoise |
description | The first enantioselective total syntheses of two marine sesquiterpenes (1
R
)-suberosenone and (1
R
)-suberosanone are achieved leading to revision of the AC of natural (1
S
)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.
The first enantioselective syntheses of (1
R
)-suberosenone and (1
R
)-suberosanone are achieved, leading to revision of the AC of a natural (1
S
)-suberosanone. |
doi_str_mv | 10.1039/c4cc10041g |
format | Article |
fullrecord | <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c4cc10041g</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c4cc10041g</sourcerecordid><originalsourceid>FETCH-rsc_primary_c4cc10041g3</originalsourceid><addsrcrecordid>eNqFTztPw0AMPiGQKI-FHclsMLQkSgItK6SiE0MZ2CL36oRDF190vlTqH-X3cCmVGJDAy2d9L8tKXaTJJE2y2a3OtU6TJE-bAzVKs7t8XOTTt8NhL2bj-ywvjtWJyEcSJy2mI_U5N14CECMH44Qs6WA2BMEFtCBbDu8kRgB5DdpxbZreY3RyVFHENNwSBwFXg_Qr8rGCHdPOvyfwmxDoXIheMyQjhL51HrAZ4uVw1js2Ooa6ztJQin4Lhmvn291BuC6XixvADRqLK0sTWBLB08viAX5_f6aOarRC53s8VZfz8vXxeexFV503bSyvfuzZ__rVX3rVrevsC6NdfVY</addsrcrecordid><sourcetype>Enrichment Source</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Kousara, Mohammad ; Ferry, Angélique ; Le Bideau, Franck ; Serré, Kathalyn L ; Chataigner, Isabelle ; Morvan, Estelle ; Dubois, Joëlle ; Chéron, Monique ; Dumas, Françoise</creator><creatorcontrib>Kousara, Mohammad ; Ferry, Angélique ; Le Bideau, Franck ; Serré, Kathalyn L ; Chataigner, Isabelle ; Morvan, Estelle ; Dubois, Joëlle ; Chéron, Monique ; Dumas, Françoise</creatorcontrib><description>The first enantioselective total syntheses of two marine sesquiterpenes (1
R
)-suberosenone and (1
R
)-suberosanone are achieved leading to revision of the AC of natural (1
S
)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.
The first enantioselective syntheses of (1
R
)-suberosenone and (1
R
)-suberosanone are achieved, leading to revision of the AC of a natural (1
S
)-suberosanone.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c4cc10041g</identifier><language>eng</language><creationdate>2015-02</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Kousara, Mohammad</creatorcontrib><creatorcontrib>Ferry, Angélique</creatorcontrib><creatorcontrib>Le Bideau, Franck</creatorcontrib><creatorcontrib>Serré, Kathalyn L</creatorcontrib><creatorcontrib>Chataigner, Isabelle</creatorcontrib><creatorcontrib>Morvan, Estelle</creatorcontrib><creatorcontrib>Dubois, Joëlle</creatorcontrib><creatorcontrib>Chéron, Monique</creatorcontrib><creatorcontrib>Dumas, Françoise</creatorcontrib><title>First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g</title><description>The first enantioselective total syntheses of two marine sesquiterpenes (1
R
)-suberosenone and (1
R
)-suberosanone are achieved leading to revision of the AC of natural (1
S
)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.
The first enantioselective syntheses of (1
R
)-suberosenone and (1
R
)-suberosanone are achieved, leading to revision of the AC of a natural (1
S
)-suberosanone.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFTztPw0AMPiGQKI-FHclsMLQkSgItK6SiE0MZ2CL36oRDF190vlTqH-X3cCmVGJDAy2d9L8tKXaTJJE2y2a3OtU6TJE-bAzVKs7t8XOTTt8NhL2bj-ywvjtWJyEcSJy2mI_U5N14CECMH44Qs6WA2BMEFtCBbDu8kRgB5DdpxbZreY3RyVFHENNwSBwFXg_Qr8rGCHdPOvyfwmxDoXIheMyQjhL51HrAZ4uVw1js2Ooa6ztJQin4Lhmvn291BuC6XixvADRqLK0sTWBLB08viAX5_f6aOarRC53s8VZfz8vXxeexFV503bSyvfuzZ__rVX3rVrevsC6NdfVY</recordid><startdate>20150210</startdate><enddate>20150210</enddate><creator>Kousara, Mohammad</creator><creator>Ferry, Angélique</creator><creator>Le Bideau, Franck</creator><creator>Serré, Kathalyn L</creator><creator>Chataigner, Isabelle</creator><creator>Morvan, Estelle</creator><creator>Dubois, Joëlle</creator><creator>Chéron, Monique</creator><creator>Dumas, Françoise</creator><scope/></search><sort><creationdate>20150210</creationdate><title>First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g</title><author>Kousara, Mohammad ; Ferry, Angélique ; Le Bideau, Franck ; Serré, Kathalyn L ; Chataigner, Isabelle ; Morvan, Estelle ; Dubois, Joëlle ; Chéron, Monique ; Dumas, Françoise</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c4cc10041g3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kousara, Mohammad</creatorcontrib><creatorcontrib>Ferry, Angélique</creatorcontrib><creatorcontrib>Le Bideau, Franck</creatorcontrib><creatorcontrib>Serré, Kathalyn L</creatorcontrib><creatorcontrib>Chataigner, Isabelle</creatorcontrib><creatorcontrib>Morvan, Estelle</creatorcontrib><creatorcontrib>Dubois, Joëlle</creatorcontrib><creatorcontrib>Chéron, Monique</creatorcontrib><creatorcontrib>Dumas, Françoise</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kousara, Mohammad</au><au>Ferry, Angélique</au><au>Le Bideau, Franck</au><au>Serré, Kathalyn L</au><au>Chataigner, Isabelle</au><au>Morvan, Estelle</au><au>Dubois, Joëlle</au><au>Chéron, Monique</au><au>Dumas, Françoise</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g</atitle><date>2015-02-10</date><risdate>2015</risdate><volume>51</volume><issue>16</issue><spage>3458</spage><epage>3461</epage><pages>3458-3461</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The first enantioselective total syntheses of two marine sesquiterpenes (1
R
)-suberosenone and (1
R
)-suberosanone are achieved leading to revision of the AC of natural (1
S
)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.
The first enantioselective syntheses of (1
R
)-suberosenone and (1
R
)-suberosanone are achieved, leading to revision of the AC of a natural (1
S
)-suberosanone.</abstract><doi>10.1039/c4cc10041g</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1359-7345 |
ispartof | |
issn | 1359-7345 1364-548X |
language | eng |
recordid | cdi_rsc_primary_c4cc10041g |
source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
title | First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agentsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc10041g |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-30T07%3A18%3A44IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=First%20enantioselective%20total%20synthesis%20and%20configurational%20assignments%20of%20suberosenone%20and%20suberosanone%20as%20potential%20antitumor%20agentsElectronic%20supplementary%20information%20(ESI)%20available.%20See%20DOI:%2010.1039/c4cc10041g&rft.au=Kousara,%20Mohammad&rft.date=2015-02-10&rft.volume=51&rft.issue=16&rft.spage=3458&rft.epage=3461&rft.pages=3458-3461&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c4cc10041g&rft_dat=%3Crsc%3Ec4cc10041g%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |