Cinchona-derived ammonium salts-catalyzed aza Diels-Alder reaction of Danishefsky's diene with imines SCIE SCOPUS

DC Field Value Language
dc.contributor.author Park, Yohan -
dc.contributor.author Park, Eunyoung -
dc.contributor.author Jung, Hyojun -
dc.contributor.author Lee, Yeon-Ju -
dc.contributor.author Jew, Sang-sup -
dc.contributor.author Park, Hyeung-geun -
dc.date.accessioned 2020-04-20T07:57:20Z -
dc.date.available 2020-04-20T07:57:20Z -
dc.date.created 2020-01-28 -
dc.date.issued 2011-02-11 -
dc.identifier.issn 0040-4020 -
dc.identifier.uri https://sciwatch.kiost.ac.kr/handle/2020.kiost/3889 -
dc.description.abstract Described is the efficiency of cinchona-derived quaternary ammonium salts as Lewis acid organo-catalysts in aza Diels-Alder reaction of Danishefsky's diene 1 with imines 2 and 16, providing 1,2-dialkyl-2,3-dihydro-4-pyridinones 3 and cyclic dihydropyridones 17, respectively. Among the nine of cinchonidine-derived quaternary ammonium catalysts prepared. N-2',3',4'-trifluorobenzyl-O-benzylcin-chonidinum bromide (6) exhibited the highest chemical yield (up to 99%). Systematic study on structure-catalytic efficiency relationship revealed that 2',3',4'-trifluorobenzyl, quinuclidine, and quinoline moieties are essential. (C) 2010 Elsevier Ltd. All rights reserved. -
dc.description.uri 1 -
dc.language English -
dc.publisher PERGAMON-ELSEVIER SCIENCE LTD -
dc.subject PHASE-TRANSFER CATALYSTS -
dc.subject ALPHA-AMINO-ACIDS -
dc.subject ASYMMETRIC-SYNTHESIS -
dc.subject QUINOLINE DERIVATIVES -
dc.subject ALDOL REACTIONS -
dc.subject TRIFLATE -
dc.subject PYRIDINE -
dc.subject REAGENT -
dc.subject ESTERS -
dc.subject WATER -
dc.title Cinchona-derived ammonium salts-catalyzed aza Diels-Alder reaction of Danishefsky's diene with imines -
dc.type Article -
dc.citation.endPage 1170 -
dc.citation.startPage 1166 -
dc.citation.title TETRAHEDRON -
dc.citation.volume 67 -
dc.citation.number 6 -
dc.contributor.alternativeName 이연주 -
dc.identifier.bibliographicCitation TETRAHEDRON, v.67, no.6, pp.1166 - 1170 -
dc.identifier.doi 10.1016/j.tet.2010.12.002 -
dc.identifier.scopusid 2-s2.0-78751584675 -
dc.identifier.wosid 000287286500016 -
dc.type.docType Article -
dc.description.journalClass 1 -
dc.subject.keywordPlus PHASE-TRANSFER CATALYSTS -
dc.subject.keywordPlus ALPHA-AMINO-ACIDS -
dc.subject.keywordPlus ASYMMETRIC-SYNTHESIS -
dc.subject.keywordPlus QUINOLINE DERIVATIVES -
dc.subject.keywordPlus ALDOL REACTIONS -
dc.subject.keywordPlus TRIFLATE -
dc.subject.keywordPlus PYRIDINE -
dc.subject.keywordPlus REAGENT -
dc.subject.keywordPlus ESTERS -
dc.subject.keywordPlus WATER -
dc.subject.keywordAuthor Cinchona ammonium catalyst -
dc.subject.keywordAuthor Aza Diels-Alder reaction -
dc.relation.journalWebOfScienceCategory Chemistry, Organic -
dc.description.journalRegisteredClass scie -
dc.description.journalRegisteredClass scopus -
dc.relation.journalResearchArea Chemistry -
Appears in Collections:
Marine Resources & Environment Research Division > Marine Biotechnology &Bioresource Research Department > 1. Journal Articles
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