A Unified Strategy for the Regiospecific Assembly of Homoallyl-Substituted Butenolides and γ-Hydroxybutenolides: First Synthesis of Luffariellolide
Abstract The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp 3 -sp 3 cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by...
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| Veröffentlicht in: | Synlett 2006-09, Vol.2006 (15), p.2480-2482 |
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| container_issue | 15 |
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| container_title | Synlett |
| container_volume | 2006 |
| creator | Boukouvalas, John Robichaud, Joël Maltais, François |
| description | Abstract
The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp
3
-sp
3
cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor. |
| doi_str_mv | 10.1055/s-2006-949641 |
| format | Article |
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The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp
3
-sp
3
cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2006-949641</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2006-09, Vol.2006 (15), p.2480-2482</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c274t-eba209d2395cfba4d0baf1119abab75d906c6f8c8e5cc65ddf295973f3cbe9593</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-949641.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2006-949641$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,777,781,3005,3006,27906,27907,54541,54542</link.rule.ids></links><search><creatorcontrib>Boukouvalas, John</creatorcontrib><creatorcontrib>Robichaud, Joël</creatorcontrib><creatorcontrib>Maltais, François</creatorcontrib><title>A Unified Strategy for the Regiospecific Assembly of Homoallyl-Substituted Butenolides and γ-Hydroxybutenolides: First Synthesis of Luffariellolide</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp
3
-sp
3
cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNp1kM1KAzEQx4MoWKtH73kAo8l-Nt5qsVYoCNael3y2KdlNSbLgvodv4nv4TKZW8ORlZpj58Z-ZPwDXBN8SXJZ3AWUYV4gWtCrICRiRIq9Ti1anYIRpXqEyI8U5uAhhhzEpJhSPwMcUrjujjZJwFT2LajNA7TyMWwVf1ca4sFcizQWchqBabgfoNFy41jFrB4tWPQ_RxD4mgYcUO2eNVAGyTsKvT7QYpHfvA_-b3MO58SHC1dClHcGEg96y15p5o6z9gS7BmWY2qKvfPAbr-ePbbIGWL0_Ps-kSiawuIlKcpe9kltNSaM4KiTnThBDKOON1KSmuRKUnYqJKIapSSp3Rkta5zgVXqcrHAB11hXcheKWbvTct80NDcHOwtAnNwdLmaGnib4583BrVqmbnet-lA__BvwH0Knz5</recordid><startdate>20060918</startdate><enddate>20060918</enddate><creator>Boukouvalas, John</creator><creator>Robichaud, Joël</creator><creator>Maltais, François</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20060918</creationdate><title>A Unified Strategy for the Regiospecific Assembly of Homoallyl-Substituted Butenolides and γ-Hydroxybutenolides: First Synthesis of Luffariellolide</title><author>Boukouvalas, John ; Robichaud, Joël ; Maltais, François</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c274t-eba209d2395cfba4d0baf1119abab75d906c6f8c8e5cc65ddf295973f3cbe9593</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Boukouvalas, John</creatorcontrib><creatorcontrib>Robichaud, Joël</creatorcontrib><creatorcontrib>Maltais, François</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boukouvalas, John</au><au>Robichaud, Joël</au><au>Maltais, François</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Unified Strategy for the Regiospecific Assembly of Homoallyl-Substituted Butenolides and γ-Hydroxybutenolides: First Synthesis of Luffariellolide</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2006-09-18</date><risdate>2006</risdate><volume>2006</volume><issue>15</issue><spage>2480</spage><epage>2482</epage><pages>2480-2482</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp
3
-sp
3
cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor.</abstract><doi>10.1055/s-2006-949641</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0936-5214 |
| ispartof | Synlett, 2006-09, Vol.2006 (15), p.2480-2482 |
| issn | 0936-5214 1437-2096 |
| language | eng |
| recordid | cdi_crossref_primary_10_1055_s_2006_949641 |
| source | Thieme Connect Journals |
| subjects | letter |
| title | A Unified Strategy for the Regiospecific Assembly of Homoallyl-Substituted Butenolides and γ-Hydroxybutenolides: First Synthesis of Luffariellolide |
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