Dearomatization Strategies in the Synthesis of Complex Natural Products
Evolution in the field of the total synthesis of natural products has led to exciting developments over the last decade. Numerous chemoselective and enantioselective methodologies have emerged from total syntheses, resulting in efficient access to many important natural product targets. This Review...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2011-04, Vol.50 (18), p.4068-4093 |
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| creator | Roche, Stéphane P. Porco Jr, John A. |
| description | Evolution in the field of the total synthesis of natural products has led to exciting developments over the last decade. Numerous chemoselective and enantioselective methodologies have emerged from total syntheses, resulting in efficient access to many important natural product targets. This Review highlights recent developments concerning dearomatization, a powerful strategy for the total synthesis of architecturally complex natural products wherein planar, aromatic scaffolds are converted to three‐dimensional molecular architectures.
1, 2, …︁ 3 dearomaticity: The conversion of planar, aromatic scaffolds (arenes, phenols, and heteroarenes) into three‐dimensional molecular architectures is a powerful strategy for the total synthesis of complex natural products. This Review highlights recent developments and outlines future perspectives and opportunities for catalytic, enantioselective dearomatization processes. |
| doi_str_mv | 10.1002/anie.201006017 |
| format | Article |
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1, 2, …︁ 3 dearomaticity: The conversion of planar, aromatic scaffolds (arenes, phenols, and heteroarenes) into three‐dimensional molecular architectures is a powerful strategy for the total synthesis of complex natural products. This Review highlights recent developments and outlines future perspectives and opportunities for catalytic, enantioselective dearomatization processes.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201006017</identifier><identifier>PMID: 21506209</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>arenes ; Biological Products - chemical synthesis ; Biological Products - chemistry ; biomimetic synthesis ; dearomatization ; Furans - chemical synthesis ; Furans - chemistry ; Indoles - chemical synthesis ; Indoles - chemistry ; Natural products ; Phenols - chemistry ; Pyrroles - chemical synthesis ; Pyrroles - chemistry ; Stereoisomerism ; total synthesis</subject><ispartof>Angewandte Chemie International Edition, 2011-04, Vol.50 (18), p.4068-4093</ispartof><rights>Copyright © 2011 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5717-94d0a075d1729cd4722d37b5de71f55650d15c4960d585f5c54f57a51a4f68993</citedby><cites>FETCH-LOGICAL-c5717-94d0a075d1729cd4722d37b5de71f55650d15c4960d585f5c54f57a51a4f68993</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.201006017$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201006017$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,315,781,785,886,1418,27929,27930,45579,45580</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21506209$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Roche, Stéphane P.</creatorcontrib><creatorcontrib>Porco Jr, John A.</creatorcontrib><title>Dearomatization Strategies in the Synthesis of Complex Natural Products</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed</addtitle><description>Evolution in the field of the total synthesis of natural products has led to exciting developments over the last decade. Numerous chemoselective and enantioselective methodologies have emerged from total syntheses, resulting in efficient access to many important natural product targets. This Review highlights recent developments concerning dearomatization, a powerful strategy for the total synthesis of architecturally complex natural products wherein planar, aromatic scaffolds are converted to three‐dimensional molecular architectures.
1, 2, …︁ 3 dearomaticity: The conversion of planar, aromatic scaffolds (arenes, phenols, and heteroarenes) into three‐dimensional molecular architectures is a powerful strategy for the total synthesis of complex natural products. This Review highlights recent developments and outlines future perspectives and opportunities for catalytic, enantioselective dearomatization processes.</description><subject>arenes</subject><subject>Biological Products - chemical synthesis</subject><subject>Biological Products - chemistry</subject><subject>biomimetic synthesis</subject><subject>dearomatization</subject><subject>Furans - chemical synthesis</subject><subject>Furans - chemistry</subject><subject>Indoles - chemical synthesis</subject><subject>Indoles - chemistry</subject><subject>Natural products</subject><subject>Phenols - chemistry</subject><subject>Pyrroles - chemical synthesis</subject><subject>Pyrroles - chemistry</subject><subject>Stereoisomerism</subject><subject>total synthesis</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>eNqFkUFv1DAQhS0EoqVw5YgiceCUxWN77OSCVJayW6lakLao3Cw3dlqXJF7sBLr8elxtWRUuHKwZyd97mqdHyEugM6CUvTWDdzNG8y4pqEfkEJBByZXij_MuOC9VhXBAnqV0k_mqovIpOWCAVDJaH5LFB2di6M3of-UXhmI9RjO6K-9S4YdivHbFejvkkXwqQlvMQ7_p3G2xMuMUTVd8jsFOzZiekyet6ZJ7cT-PyJePJ-fzZXn2aXE6Pz4rG1SgylpYaqhCC4rVjRWKMcvVJVqnoEWUSC1gI2pJLVbYYoOiRWUQjGhlVdf8iLzb-W6my97Zxg353k5vou9N3OpgvP77Z_DX-ir80AK4VFJlgzf3BjF8n1wade9T47rODC5MSVeSC6ZqwEy-_oe8CVMccjoNCFIyxoTI1GxHNTGkFF27vwWovqtI31Wk9xVlwauHCfb4n04yUO-An75z2__Y6ePV6clD83Kn9Wl0t3utid90zq5QX6wWGs_f43K5vtBf-W8I2Kxb</recordid><startdate>20110426</startdate><enddate>20110426</enddate><creator>Roche, Stéphane P.</creator><creator>Porco Jr, John A.</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>7X8</scope><scope>5PM</scope></search><sort><creationdate>20110426</creationdate><title>Dearomatization Strategies in the Synthesis of Complex Natural Products</title><author>Roche, Stéphane P. ; Porco Jr, John A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5717-94d0a075d1729cd4722d37b5de71f55650d15c4960d585f5c54f57a51a4f68993</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>arenes</topic><topic>Biological Products - chemical synthesis</topic><topic>Biological Products - chemistry</topic><topic>biomimetic synthesis</topic><topic>dearomatization</topic><topic>Furans - chemical synthesis</topic><topic>Furans - chemistry</topic><topic>Indoles - chemical synthesis</topic><topic>Indoles - chemistry</topic><topic>Natural products</topic><topic>Phenols - chemistry</topic><topic>Pyrroles - chemical synthesis</topic><topic>Pyrroles - chemistry</topic><topic>Stereoisomerism</topic><topic>total synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Roche, Stéphane P.</creatorcontrib><creatorcontrib>Porco Jr, John A.</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>MEDLINE - Academic</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>Roche, Stéphane P.</au><au>Porco Jr, John A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Dearomatization Strategies in the Synthesis of Complex Natural Products</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2011-04-26</date><risdate>2011</risdate><volume>50</volume><issue>18</issue><spage>4068</spage><epage>4093</epage><pages>4068-4093</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Evolution in the field of the total synthesis of natural products has led to exciting developments over the last decade. Numerous chemoselective and enantioselective methodologies have emerged from total syntheses, resulting in efficient access to many important natural product targets. This Review highlights recent developments concerning dearomatization, a powerful strategy for the total synthesis of architecturally complex natural products wherein planar, aromatic scaffolds are converted to three‐dimensional molecular architectures.
1, 2, …︁ 3 dearomaticity: The conversion of planar, aromatic scaffolds (arenes, phenols, and heteroarenes) into three‐dimensional molecular architectures is a powerful strategy for the total synthesis of complex natural products. This Review highlights recent developments and outlines future perspectives and opportunities for catalytic, enantioselective dearomatization processes.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>21506209</pmid><doi>10.1002/anie.201006017</doi><tpages>26</tpages><edition>International ed. in English</edition><oa>free_for_read</oa></addata></record> |
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| subjects | arenes Biological Products - chemical synthesis Biological Products - chemistry biomimetic synthesis dearomatization Furans - chemical synthesis Furans - chemistry Indoles - chemical synthesis Indoles - chemistry Natural products Phenols - chemistry Pyrroles - chemical synthesis Pyrroles - chemistry Stereoisomerism total synthesis |
| title | Dearomatization Strategies in the Synthesis of Complex Natural Products |
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