Carbene reactions of alpha-oxacyclo- and alpha-azacyclo-N-aziridinylimines: Effect of heteroatom and ring size in the ring expansion reaction

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dc.contributor.authorKim, Sung Gakko
dc.contributor.authorYoon, JYko
dc.date.accessioned2013-02-27T11:55:06Z-
dc.date.available2013-02-27T11:55:06Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2000-10-
dc.identifier.citationSYNTHESIS-STUTTGART, pp.1622 - 1630-
dc.identifier.issn0039-7881-
dc.identifier.urihttp://hdl.handle.net/10203/68412-
dc.description.abstractCarbenes, generated from thermolysis of alpha-oxacyclo- and alpha-azacyclo-N-aziridinylimines in refluxing toluene, underwent ring expansions via insertion of alkyl carbenes into carbon-carbon bonds and intramolecular ammonium ylide formations, respectively. Ring expansion reaction of alpha-oxetanyl-N-aziridinylimines occurred via alkylidenecarbene intermediates, whereas thermal reaction of alpha-azetidinyl-N-aziridinylimines afforded alpha-aminoacetylene compounds via 1,2-H migration of alkylidenecarbene intermediates.-
dc.languageEnglish-
dc.publisherGEORG THIEME VERLAG-
dc.subjectRADICAL CYCLIZATION-
dc.subject&lt-
dc.subject2,3&gt-
dc.subject-SIGMATROPIC REARRANGEMENT-
dc.subjectTRISUBSTITUTED OLEFINS-
dc.subjectEFFICIENT SYNTHESIS-
dc.subjectCATALYTIC METHODS-
dc.subjectALLYL COMPOUNDS-
dc.subjectOXYGEN YLIDES-
dc.subjectIMINES-
dc.subjectROUTE-
dc.subjectGENERATION-
dc.titleCarbene reactions of alpha-oxacyclo- and alpha-azacyclo-N-aziridinylimines: Effect of heteroatom and ring size in the ring expansion reaction-
dc.typeArticle-
dc.identifier.wosid000089804300024-
dc.type.rimsART-
dc.citation.beginningpage1622-
dc.citation.endingpage1630-
dc.citation.publicationnameSYNTHESIS-STUTTGART-
dc.contributor.localauthorKim, Sung Gak-
dc.contributor.nonIdAuthorYoon, JY-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorcarbenes-
dc.subject.keywordAuthorheterocycles-
dc.subject.keywordAuthorhydrazones-
dc.subject.keywordAuthorring expansions-
dc.subject.keywordAuthorylides-
dc.subject.keywordPlusRADICAL CYCLIZATION-
dc.subject.keywordPlus&lt-
dc.subject.keywordPlus2,3&gt-
dc.subject.keywordPlus-SIGMATROPIC REARRANGEMENT-
dc.subject.keywordPlusTRISUBSTITUTED OLEFINS-
dc.subject.keywordPlusEFFICIENT SYNTHESIS-
dc.subject.keywordPlusCATALYTIC METHODS-
dc.subject.keywordPlusALLYL COMPOUNDS-
dc.subject.keywordPlusOXYGEN YLIDES-
dc.subject.keywordPlusIMINES-
dc.subject.keywordPlusROUTE-
dc.subject.keywordPlusGENERATION-
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