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A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin
Structurally diverse natural products from unrelated sources typically require the development of individual synthetic routes. In a novel approach, we have shown that the epidithiodiketopiperazine‐derived natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived na...
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Published in: | European journal of organic chemistry 2015-12, Vol.2015 (34), p.7438-7442 |
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container_end_page | 7442 |
container_issue | 34 |
container_start_page | 7438 |
container_title | European journal of organic chemistry |
container_volume | 2015 |
creator | Szulc, Blanka R. Sil, Bruno C. Ruiz, Arnaud Hilton, Stephen T. |
description | Structurally diverse natural products from unrelated sources typically require the development of individual synthetic routes. In a novel approach, we have shown that the epidithiodiketopiperazine‐derived natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide can be synthesised from a common synthetic precursor in good yield by simple variation of the reaction conditions.
Structurally unrelated natural products often require individual synthetic routes. In our approach, the epidithiodiketopiperazine natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide were synthesised from a common precursor by simple variation of the reaction conditions. |
doi_str_mv | 10.1002/ejoc.201501256 |
format | article |
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Structurally unrelated natural products often require individual synthetic routes. In our approach, the epidithiodiketopiperazine natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide were synthesised from a common precursor by simple variation of the reaction conditions.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201501256</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Clausenamide ; Cyclization ; Hyalodendrin ; Natural products ; Total synthesis</subject><ispartof>European journal of organic chemistry, 2015-12, Vol.2015 (34), p.7438-7442</ispartof><rights>Copyright © 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4656-b37866dd067d811b8cf164c88ae8bca82d2dcaa5c794731390b01054cf1319b03</citedby><cites>FETCH-LOGICAL-c4656-b37866dd067d811b8cf164c88ae8bca82d2dcaa5c794731390b01054cf1319b03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Szulc, Blanka R.</creatorcontrib><creatorcontrib>Sil, Bruno C.</creatorcontrib><creatorcontrib>Ruiz, Arnaud</creatorcontrib><creatorcontrib>Hilton, Stephen T.</creatorcontrib><title>A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>Structurally diverse natural products from unrelated sources typically require the development of individual synthetic routes. In a novel approach, we have shown that the epidithiodiketopiperazine‐derived natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide can be synthesised from a common synthetic precursor in good yield by simple variation of the reaction conditions.
Structurally unrelated natural products often require individual synthetic routes. In our approach, the epidithiodiketopiperazine natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide were synthesised from a common precursor by simple variation of the reaction conditions.</description><subject>Clausenamide</subject><subject>Cyclization</subject><subject>Hyalodendrin</subject><subject>Natural products</subject><subject>Total synthesis</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkcGO0zAQhiMEEsvClbMlLnBImYkTJ-ZWhd0uaLW70hbBzXLsqZqSxsVOgDwTJ16BJ8NtUQUnTh6Nv--35D9JniPMECB7TRtnZhlgAZgV4kFyhiBlCkLCwzjnPE9R8k-PkychbABACoFnyY85q91263p258mMPjjP5rudd9qs2eDY_eBHM4xed93E3rZfyQdiN_qwiYqz8Ta8Ycs1sfupH9YU2sDcisUpBns6BdB--_LXz1dp3ekxUK-3rSWme3tgl26Igf9EHOCrSXfOUm992z9NHq10F-jZn_M8-XB5sayv0uvbxbt6fp2aXBQibXhZCWEtiNJWiE1lVihyU1WaqsboKrOZNVoXppR5yZFLaAChyCPGUTbAz5MXx9z4DV9GCoPauNH38UmFZVFmACgwUrMjZbwLwdNK7Xy71X5SCGpfiNoXok6FREEehW9tR9N_aHXx_rb-202PbhsG-n5ytf-sRMnLQn28WahskS3uAIS65L8Bl2uhQw</recordid><startdate>201512</startdate><enddate>201512</enddate><creator>Szulc, Blanka R.</creator><creator>Sil, Bruno C.</creator><creator>Ruiz, Arnaud</creator><creator>Hilton, Stephen T.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201512</creationdate><title>A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin</title><author>Szulc, Blanka R. ; Sil, Bruno C. ; Ruiz, Arnaud ; Hilton, Stephen T.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4656-b37866dd067d811b8cf164c88ae8bca82d2dcaa5c794731390b01054cf1319b03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Clausenamide</topic><topic>Cyclization</topic><topic>Hyalodendrin</topic><topic>Natural products</topic><topic>Total synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Szulc, Blanka R.</creatorcontrib><creatorcontrib>Sil, Bruno C.</creatorcontrib><creatorcontrib>Ruiz, Arnaud</creatorcontrib><creatorcontrib>Hilton, Stephen T.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Szulc, Blanka R.</au><au>Sil, Bruno C.</au><au>Ruiz, Arnaud</au><au>Hilton, Stephen T.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2015-12</date><risdate>2015</risdate><volume>2015</volume><issue>34</issue><spage>7438</spage><epage>7442</epage><pages>7438-7442</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>Structurally diverse natural products from unrelated sources typically require the development of individual synthetic routes. In a novel approach, we have shown that the epidithiodiketopiperazine‐derived natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide can be synthesised from a common synthetic precursor in good yield by simple variation of the reaction conditions.
Structurally unrelated natural products often require individual synthetic routes. In our approach, the epidithiodiketopiperazine natural product (±)‐hyalodendrin and the core structure of the unrelated pyrrolidine‐derived natural product clausenamide were synthesised from a common precursor by simple variation of the reaction conditions.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201501256</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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source | Wiley-Blackwell Read & Publish Collection |
subjects | Clausenamide Cyclization Hyalodendrin Natural products Total synthesis |
title | A Common Precursor Approach to Structurally Diverse Natural Products: The Synthesis of the Core Structure of (±)-Clausenamide and the Total Synthesis of (±)-Hyalodendrin |
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