An asymmetric total synthesis of (+)-pentalenene

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dc.contributor.authorKim, Yoon-Jungko
dc.contributor.authorYoon, Yeokwonko
dc.contributor.authorLee, Hee Yoonko
dc.date.accessioned2019-04-15T14:52:54Z-
dc.date.available2019-04-15T14:52:54Z-
dc.date.created2013-10-07-
dc.date.issued2013-09-
dc.identifier.citationTETRAHEDRON, v.69, no.36, pp.7810 - 7816-
dc.identifier.issn0040-4020-
dc.identifier.urihttp://hdl.handle.net/10203/254496-
dc.description.abstractA stereoselective total synthesis of (+)-pentalenene was achieved through the tandem cycloaddition reaction of the allenyl diazo substrate prepared from (+)-citronellal. The initial intramolecular [2+3] cycloaddition reaction between the diazo functionality and the allenyl group produced the trimethylenemethane (TMM) intermediate after immediate loss of nitrogen molecule from the cycloaddition intermediate. Subsequent [2+3] cycloaddition of the TMM with olefin produced the angularly fused triquinane structure stereoselectively. (C) 2013 Elsevier Ltd. All rights reserved.-
dc.languageEnglish-
dc.publisherPERGAMON-ELSEVIER SCIENCE LTD-
dc.subjectANGULAR TRIQUINANES-
dc.subject(+/-)-DEOXYPENTALENIC ACID-
dc.subjectTRIMETHYLENEMETHANE DIYLS-
dc.subject(+/-)-PENTALENIC ACID-
dc.subjectRADICAL CYCLIZATION-
dc.subjectORGANIC-SYNTHESIS-
dc.subjectNATURAL-PRODUCTS-
dc.subjectIDEAL SYNTHESIS-
dc.subjectPENTALENENE-
dc.subjectCYCLOADDITION-
dc.titleAn asymmetric total synthesis of (+)-pentalenene-
dc.typeArticle-
dc.identifier.wosid000322939900029-
dc.identifier.scopusid2-s2.0-84880920805-
dc.type.rimsART-
dc.citation.volume69-
dc.citation.issue36-
dc.citation.beginningpage7810-
dc.citation.endingpage7816-
dc.citation.publicationnameTETRAHEDRON-
dc.identifier.doi10.1016/j.tet.2013.05.095-
dc.contributor.localauthorLee, Hee Yoon-
dc.contributor.nonIdAuthorKim, Yoon-Jung-
dc.contributor.nonIdAuthorYoon, Yeokwon-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorStereoselective-
dc.subject.keywordAuthorTotal synthesis-
dc.subject.keywordAuthorTriquinane-
dc.subject.keywordAuthorTrimethylenemethane-
dc.subject.keywordAuthorTandem cycloaddition-
dc.subject.keywordPlusANGULAR TRIQUINANES-
dc.subject.keywordPlus(+/-)-DEOXYPENTALENIC ACID-
dc.subject.keywordPlusTRIMETHYLENEMETHANE DIYLS-
dc.subject.keywordPlus(+/-)-PENTALENIC ACID-
dc.subject.keywordPlusRADICAL CYCLIZATION-
dc.subject.keywordPlusORGANIC-SYNTHESIS-
dc.subject.keywordPlusNATURAL-PRODUCTS-
dc.subject.keywordPlusIDEAL SYNTHESIS-
dc.subject.keywordPlusPENTALENENE-
dc.subject.keywordPlusCYCLOADDITION-
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