An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin
Photons in action: Cascade sequences, brevity, and efficiency are the hallmarks of the synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin. The synthesis is achieved in five steps, with the key step being an exquisite intramolecular [2...
Gespeichert in:
| Veröffentlicht in: | Angewandte Chemie International Edition 2011-05, Vol.50 (22), p.5149-5152 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 5152 |
|---|---|
| container_issue | 22 |
| container_start_page | 5149 |
| container_title | Angewandte Chemie International Edition |
| container_volume | 50 |
| creator | Nicolaou, K. C. Adsool, Vikrant A. Hale, Christopher R. H. |
| description | Photons in action: Cascade sequences, brevity, and efficiency are the hallmarks of the synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin. The synthesis is achieved in five steps, with the key step being an exquisite intramolecular [2+2] photocycloaddition of a macrocyclic precursor (see scheme). |
| doi_str_mv | 10.1002/anie.201101360 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3100894</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3276945101</sourcerecordid><originalsourceid>FETCH-LOGICAL-c5050-1a0b30335cc4f6324b9a4fec1ac55f21dd8d19a5db736938bc3ec1226648d3b23</originalsourceid><addsrcrecordid>eNqFkM1PGzEQxS3UCihw5Vit1POmtmf9sRekECUEKaKV-JK4WF6vtzEs62DvFtK_vkaBiJ56mpHm997MPISOCR4RjOl33Tk7opgQTIDjHbRPGCU5CAGfUl8A5EIysoe-xHifeCkx30V7NFEgBd5Hi3GXTV9Wtna267PLddcvbXQx802ms9nQmd75Trfuj62ziQ82u-zDYPohdQk5dbaNZumf48M6uu4QfW50G-3RWz1A17Pp1WSeL36cnU_Gi9wwzHBONK4AAzBjioYDLapSF401RBvGGkrqWtak1KyuBPASZGUgDSnlvJA1VBQO0MnGdzVUj7Y26fSgW7UK7lGHtfLaqX8nnVuqX_63gpSZLItk8O3NIPinwcZe3fshpD-jIoxwTomkIlGjDWWCjzHYZruBYPWavnpNX23TT4KvH-_a4u9xJ6DcAM-utev_2Knxxfn0o3m-0brY25etVocHxQUIpm4vztQci7ufs6u5uoG_VkahUg</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1516621827</pqid></control><display><type>article</type><title>An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin</title><source>MEDLINE</source><source>Access via Wiley Online Library</source><creator>Nicolaou, K. C. ; Adsool, Vikrant A. ; Hale, Christopher R. H.</creator><creatorcontrib>Nicolaou, K. C. ; Adsool, Vikrant A. ; Hale, Christopher R. H.</creatorcontrib><description>Photons in action: Cascade sequences, brevity, and efficiency are the hallmarks of the synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin. The synthesis is achieved in five steps, with the key step being an exquisite intramolecular [2+2] photocycloaddition of a macrocyclic precursor (see scheme).</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201101360</identifier><identifier>PMID: 21523870</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Alkanes - chemistry ; Animals ; Anthozoa - chemistry ; antimalarial agents ; Antimalarials - chemical synthesis ; Antimalarials - chemistry ; Antimalarials - toxicity ; Crystallography, X-Ray ; cytotoxic agents ; Diterpenes - chemical synthesis ; Diterpenes - chemistry ; Diterpenes - toxicity ; Macrocyclic Compounds - chemistry ; Molecular Conformation ; natural products ; photocycloaddition ; Plasmodium falciparum - drug effects</subject><ispartof>Angewandte Chemie International Edition, 2011-05, Vol.50 (22), p.5149-5152</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5050-1a0b30335cc4f6324b9a4fec1ac55f21dd8d19a5db736938bc3ec1226648d3b23</citedby><cites>FETCH-LOGICAL-c5050-1a0b30335cc4f6324b9a4fec1ac55f21dd8d19a5db736938bc3ec1226648d3b23</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%2Fanie.201101360$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201101360$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,314,780,784,885,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21523870$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nicolaou, K. C.</creatorcontrib><creatorcontrib>Adsool, Vikrant A.</creatorcontrib><creatorcontrib>Hale, Christopher R. H.</creatorcontrib><title>An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed</addtitle><description>Photons in action: Cascade sequences, brevity, and efficiency are the hallmarks of the synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin. The synthesis is achieved in five steps, with the key step being an exquisite intramolecular [2+2] photocycloaddition of a macrocyclic precursor (see scheme).</description><subject>Alkanes - chemistry</subject><subject>Animals</subject><subject>Anthozoa - chemistry</subject><subject>antimalarial agents</subject><subject>Antimalarials - chemical synthesis</subject><subject>Antimalarials - chemistry</subject><subject>Antimalarials - toxicity</subject><subject>Crystallography, X-Ray</subject><subject>cytotoxic agents</subject><subject>Diterpenes - chemical synthesis</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - toxicity</subject><subject>Macrocyclic Compounds - chemistry</subject><subject>Molecular Conformation</subject><subject>natural products</subject><subject>photocycloaddition</subject><subject>Plasmodium falciparum - drug effects</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1PGzEQxS3UCihw5Vit1POmtmf9sRekECUEKaKV-JK4WF6vtzEs62DvFtK_vkaBiJ56mpHm997MPISOCR4RjOl33Tk7opgQTIDjHbRPGCU5CAGfUl8A5EIysoe-xHifeCkx30V7NFEgBd5Hi3GXTV9Wtna267PLddcvbXQx802ms9nQmd75Trfuj62ziQ82u-zDYPohdQk5dbaNZumf48M6uu4QfW50G-3RWz1A17Pp1WSeL36cnU_Gi9wwzHBONK4AAzBjioYDLapSF401RBvGGkrqWtak1KyuBPASZGUgDSnlvJA1VBQO0MnGdzVUj7Y26fSgW7UK7lGHtfLaqX8nnVuqX_63gpSZLItk8O3NIPinwcZe3fshpD-jIoxwTomkIlGjDWWCjzHYZruBYPWavnpNX23TT4KvH-_a4u9xJ6DcAM-utev_2Knxxfn0o3m-0brY25etVocHxQUIpm4vztQci7ufs6u5uoG_VkahUg</recordid><startdate>20110523</startdate><enddate>20110523</enddate><creator>Nicolaou, K. C.</creator><creator>Adsool, Vikrant A.</creator><creator>Hale, Christopher R. H.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</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>7TM</scope><scope>K9.</scope><scope>5PM</scope></search><sort><creationdate>20110523</creationdate><title>An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin</title><author>Nicolaou, K. C. ; Adsool, Vikrant A. ; Hale, Christopher R. H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5050-1a0b30335cc4f6324b9a4fec1ac55f21dd8d19a5db736938bc3ec1226648d3b23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Alkanes - chemistry</topic><topic>Animals</topic><topic>Anthozoa - chemistry</topic><topic>antimalarial agents</topic><topic>Antimalarials - chemical synthesis</topic><topic>Antimalarials - chemistry</topic><topic>Antimalarials - toxicity</topic><topic>Crystallography, X-Ray</topic><topic>cytotoxic agents</topic><topic>Diterpenes - chemical synthesis</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - toxicity</topic><topic>Macrocyclic Compounds - chemistry</topic><topic>Molecular Conformation</topic><topic>natural products</topic><topic>photocycloaddition</topic><topic>Plasmodium falciparum - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nicolaou, K. C.</creatorcontrib><creatorcontrib>Adsool, Vikrant A.</creatorcontrib><creatorcontrib>Hale, Christopher R. H.</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>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nicolaou, K. C.</au><au>Adsool, Vikrant A.</au><au>Hale, Christopher R. H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2011-05-23</date><risdate>2011</risdate><volume>50</volume><issue>22</issue><spage>5149</spage><epage>5152</epage><pages>5149-5152</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Photons in action: Cascade sequences, brevity, and efficiency are the hallmarks of the synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin. The synthesis is achieved in five steps, with the key step being an exquisite intramolecular [2+2] photocycloaddition of a macrocyclic precursor (see scheme).</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>21523870</pmid><doi>10.1002/anie.201101360</doi><tpages>4</tpages><edition>International ed. in English</edition><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 2011-05, Vol.50 (22), p.5149-5152 |
| issn | 1433-7851 1521-3773 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_3100894 |
| source | MEDLINE; Access via Wiley Online Library |
| subjects | Alkanes - chemistry Animals Anthozoa - chemistry antimalarial agents Antimalarials - chemical synthesis Antimalarials - chemistry Antimalarials - toxicity Crystallography, X-Ray cytotoxic agents Diterpenes - chemical synthesis Diterpenes - chemistry Diterpenes - toxicity Macrocyclic Compounds - chemistry Molecular Conformation natural products photocycloaddition Plasmodium falciparum - drug effects |
| title | An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-29T20%3A06%3A38IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=An%20Expedient%20Synthesis%20of%20a%20Functionalized%20Core%20Structure%20of%20Bielschowskysin&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Nicolaou,%20K.%20C.&rft.date=2011-05-23&rft.volume=50&rft.issue=22&rft.spage=5149&rft.epage=5152&rft.pages=5149-5152&rft.issn=1433-7851&rft.eissn=1521-3773&rft.coden=ACIEAY&rft_id=info:doi/10.1002/anie.201101360&rft_dat=%3Cproquest_pubme%3E3276945101%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1516621827&rft_id=info:pmid/21523870&rfr_iscdi=true |