A New Total Synthesis of Porritoxin

A concise and efficient total synthesis of the phytotoxin porritoxin is described. The key step of the synthesis is based upon a Parham cyclization methodology which enables the creation of the lactam unit embedded in the title compound framework with the concomitant formation of the tethered hydrox...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2006-04, Vol.71 (8), p.3303-3305
Hauptverfasser: Moreau, Anne, Lorion, Magali, Couture, Axel, Deniau, Eric, Grandclaudon, Pierre
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 3305
container_issue 8
container_start_page 3303
container_title Journal of organic chemistry
container_volume 71
creator Moreau, Anne
Lorion, Magali
Couture, Axel
Deniau, Eric
Grandclaudon, Pierre
description A concise and efficient total synthesis of the phytotoxin porritoxin is described. The key step of the synthesis is based upon a Parham cyclization methodology which enables the creation of the lactam unit embedded in the title compound framework with the concomitant formation of the tethered hydroxyakyl chain.
doi_str_mv 10.1021/jo052592f
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67838494</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67838494</sourcerecordid><originalsourceid>FETCH-LOGICAL-a381t-a0a6a2304e70b6b23307aea634ad17b7dec77faf1e89f183ff599b74600759653</originalsourceid><addsrcrecordid>eNpt0E9LwzAYBvAgipvTg19ACqLgoZo_TdIex9ApDp2seg1vuwSrXTuTFrdvb8bKdjGX95AfDw8PQucE3xJMyd1XjTnlCTUHqE84xaFIcHSI-hhTGjIqWA-dOPeF_eOcH6MeETxJBBN9dDkMXvRvkNYNlMFsXTWf2hUuqE0wra0tmnpVVKfoyEDp9Fl3B-j94T4dPYaT1_HTaDgJgcWkCQGDAMpwpCXOREYZwxI0CBbBnMhMznUupQFDdJwYEjNjfIlMRgJjyRPB2QBdb3OXtv5ptWvUonC5LkuodN06JWTM4iiJPLzZwtzWzllt1NIWC7BrRbDaLKJ2i3h70YW22ULP97KbwIOrDoDLoTQWqrxweydlJDHduHDrCtfo1e4f7LcvxiRX6XSm0mf5MX4jTE32uZA736e1ld_un4J_DGGBDg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67838494</pqid></control><display><type>article</type><title>A New Total Synthesis of Porritoxin</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Moreau, Anne ; Lorion, Magali ; Couture, Axel ; Deniau, Eric ; Grandclaudon, Pierre</creator><creatorcontrib>Moreau, Anne ; Lorion, Magali ; Couture, Axel ; Deniau, Eric ; Grandclaudon, Pierre</creatorcontrib><description>A concise and efficient total synthesis of the phytotoxin porritoxin is described. The key step of the synthesis is based upon a Parham cyclization methodology which enables the creation of the lactam unit embedded in the title compound framework with the concomitant formation of the tethered hydroxyakyl chain.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo052592f</identifier><identifier>PMID: 16599636</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Chemistry ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with only one n hetero atom and condensed derivatives ; Indoles - chemical synthesis ; Indoles - chemistry ; Isoindoles ; Molecular Structure ; Organic chemistry ; Preparations and properties</subject><ispartof>Journal of organic chemistry, 2006-04, Vol.71 (8), p.3303-3305</ispartof><rights>Copyright © 2006 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a381t-a0a6a2304e70b6b23307aea634ad17b7dec77faf1e89f183ff599b74600759653</citedby><cites>FETCH-LOGICAL-a381t-a0a6a2304e70b6b23307aea634ad17b7dec77faf1e89f183ff599b74600759653</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/jo052592f$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo052592f$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=17747026$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16599636$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Moreau, Anne</creatorcontrib><creatorcontrib>Lorion, Magali</creatorcontrib><creatorcontrib>Couture, Axel</creatorcontrib><creatorcontrib>Deniau, Eric</creatorcontrib><creatorcontrib>Grandclaudon, Pierre</creatorcontrib><title>A New Total Synthesis of Porritoxin</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A concise and efficient total synthesis of the phytotoxin porritoxin is described. The key step of the synthesis is based upon a Parham cyclization methodology which enables the creation of the lactam unit embedded in the title compound framework with the concomitant formation of the tethered hydroxyakyl chain.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Indoles - chemical synthesis</subject><subject>Indoles - chemistry</subject><subject>Isoindoles</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E9LwzAYBvAgipvTg19ACqLgoZo_TdIex9ApDp2seg1vuwSrXTuTFrdvb8bKdjGX95AfDw8PQucE3xJMyd1XjTnlCTUHqE84xaFIcHSI-hhTGjIqWA-dOPeF_eOcH6MeETxJBBN9dDkMXvRvkNYNlMFsXTWf2hUuqE0wra0tmnpVVKfoyEDp9Fl3B-j94T4dPYaT1_HTaDgJgcWkCQGDAMpwpCXOREYZwxI0CBbBnMhMznUupQFDdJwYEjNjfIlMRgJjyRPB2QBdb3OXtv5ptWvUonC5LkuodN06JWTM4iiJPLzZwtzWzllt1NIWC7BrRbDaLKJ2i3h70YW22ULP97KbwIOrDoDLoTQWqrxweydlJDHduHDrCtfo1e4f7LcvxiRX6XSm0mf5MX4jTE32uZA736e1ld_un4J_DGGBDg</recordid><startdate>20060414</startdate><enddate>20060414</enddate><creator>Moreau, Anne</creator><creator>Lorion, Magali</creator><creator>Couture, Axel</creator><creator>Deniau, Eric</creator><creator>Grandclaudon, Pierre</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</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>20060414</creationdate><title>A New Total Synthesis of Porritoxin</title><author>Moreau, Anne ; Lorion, Magali ; Couture, Axel ; Deniau, Eric ; Grandclaudon, Pierre</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a381t-a0a6a2304e70b6b23307aea634ad17b7dec77faf1e89f183ff599b74600759653</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Indoles - chemical synthesis</topic><topic>Indoles - chemistry</topic><topic>Isoindoles</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Moreau, Anne</creatorcontrib><creatorcontrib>Lorion, Magali</creatorcontrib><creatorcontrib>Couture, Axel</creatorcontrib><creatorcontrib>Deniau, Eric</creatorcontrib><creatorcontrib>Grandclaudon, Pierre</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</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>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Moreau, Anne</au><au>Lorion, Magali</au><au>Couture, Axel</au><au>Deniau, Eric</au><au>Grandclaudon, Pierre</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New Total Synthesis of Porritoxin</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2006-04-14</date><risdate>2006</risdate><volume>71</volume><issue>8</issue><spage>3303</spage><epage>3305</epage><pages>3303-3305</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>A concise and efficient total synthesis of the phytotoxin porritoxin is described. The key step of the synthesis is based upon a Parham cyclization methodology which enables the creation of the lactam unit embedded in the title compound framework with the concomitant formation of the tethered hydroxyakyl chain.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16599636</pmid><doi>10.1021/jo052592f</doi><tpages>3</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2006-04, Vol.71 (8), p.3303-3305
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_67838494
source MEDLINE; American Chemical Society Journals
subjects Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Indoles - chemical synthesis
Indoles - chemistry
Isoindoles
Molecular Structure
Organic chemistry
Preparations and properties
title A New Total Synthesis of Porritoxin
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T20%3A18%3A13IST&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=A%20New%20Total%20Synthesis%20of%20Porritoxin&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Moreau,%20Anne&rft.date=2006-04-14&rft.volume=71&rft.issue=8&rft.spage=3303&rft.epage=3305&rft.pages=3303-3305&rft.issn=0022-3263&rft.eissn=1520-6904&rft.coden=JOCEAH&rft_id=info:doi/10.1021/jo052592f&rft_dat=%3Cproquest_cross%3E67838494%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=67838494&rft_id=info:pmid/16599636&rfr_iscdi=true