Synthesis of Tetraazamacrocycles by Sequential Palladium-Catalyzed Allylic Substitution Reactions

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dc.contributor.authorLee, Seoyoungko
dc.contributor.authorKim, Juyeongko
dc.contributor.authorKang, Kyungjunko
dc.contributor.authorLee, Ansooko
dc.contributor.authorKim, Hyunwooko
dc.date.accessioned2023-08-24T03:00:21Z-
dc.date.available2023-08-24T03:00:21Z-
dc.date.created2023-08-14-
dc.date.issued2023-08-
dc.identifier.citationADVANCED SYNTHESIS & CATALYSIS, v.365, no.15, pp.2615 - 2621-
dc.identifier.issn1615-4150-
dc.identifier.urihttp://hdl.handle.net/10203/311771-
dc.description.abstractIn this study, we focused on the synthesis of tetraazamacrocycles, an essential class of macrocyclic compounds with applications in coordination chemistry, pharmaceuticals, and catalysis. To accomplish this, we developed a ligand-controlled palladium-catalyzed allylic substitution approach using bicyclic bridgehead phosphoramidite (briphos) ligands. This approach allowed us to selectively achieve [1+1] and [1+2] allylic aminations between allylic diols and diamines, while avoiding the formation of cyclic [1+1] products. By combining this approach with sequential acetylation and allylic amination, we successfully synthesized tetraazamacrocycles with ring sizes ranging from 16 to 38. These findings demonstrate the potential of a sequential allylation strategy for synthesizing complex molecules with broad applications in the fields of chemistry, pharmaceuticals, and medicine.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.titleSynthesis of Tetraazamacrocycles by Sequential Palladium-Catalyzed Allylic Substitution Reactions-
dc.typeArticle-
dc.identifier.wosid001037276000001-
dc.identifier.scopusid2-s2.0-85165948499-
dc.type.rimsART-
dc.citation.volume365-
dc.citation.issue15-
dc.citation.beginningpage2615-
dc.citation.endingpage2621-
dc.citation.publicationnameADVANCED SYNTHESIS & CATALYSIS-
dc.identifier.doi10.1002/adsc.202300469-
dc.contributor.localauthorKim, Hyunwoo-
dc.contributor.nonIdAuthorLee, Seoyoung-
dc.contributor.nonIdAuthorKim, Juyeong-
dc.contributor.nonIdAuthorLee, Ansoo-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorTetraazamacrocycles-
dc.subject.keywordAuthorAllylic substitution-
dc.subject.keywordAuthorPhosphorus ligands-
dc.subject.keywordAuthorHomogeneous catalysis-
dc.subject.keywordAuthorPalladium catalyst-
dc.subject.keywordPlusTANDEM ALLYLATION-
dc.subject.keywordPlusCYCLEN-
dc.subject.keywordPlusCYCLIZATION-
dc.subject.keywordPlusTRANSITION-
dc.subject.keywordPlusALCOHOLS-
dc.subject.keywordPlusLIGANDS-
dc.subject.keywordPlusAMINES-
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