Enantioselective alpha-Alkylation of Benzylideneamino tert-Butyl Malonates by Phase-Transfer Catalysis
DC Field | Value | Language |
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dc.contributor.author | Park, Cheonhyoung | - |
dc.contributor.author | Ha, Min Woo | - |
dc.contributor.author | Kim, Byungsoo | - |
dc.contributor.author | Hong, Suckchang | - |
dc.contributor.author | Kim, Doyoung | - |
dc.contributor.author | Park, Yohan | - |
dc.contributor.author | Kim, Mi-hyun | - |
dc.contributor.author | Lee, Jae Kyun | - |
dc.contributor.author | Lee, Jeeyeon | - |
dc.contributor.author | Park, Hyeung-geun | - |
dc.date.available | 2020-02-28T08:41:52Z | - |
dc.date.created | 2020-02-06 | - |
dc.date.issued | 2015-09-14 | - |
dc.identifier.issn | 1615-4150 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/10152 | - |
dc.description.abstract | A new enantioselective synthetic method for the synthesis of alpha,alpha-dialkylmalonates with a quaternary carbon center was developed via alpha-alkylation of prochiral malonates by phase-transfer catalysis (PTC). Asymmetric alpha-alkylation of benzylideneamino tert-butyl alpha-methylmalonates under phase-transfer catalytic conditions in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide afforded the corresponding alpha,alpha-dialkylmalonates in high yields (up to 97%) with excellent enantioselectivities (up to 98% ee). The products were then selectively hydrolyzed to chiral malonic monoacids under basic, acidic, or catalytic hydrogenation conditions. | - |
dc.language | 영어 | - |
dc.language.iso | en | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.relation.isPartOf | ADVANCED SYNTHESIS & CATALYSIS | - |
dc.subject | BETA-KETO-ESTERS | - |
dc.subject | ASYMMETRIC ALKYLATION | - |
dc.subject | AMINO-ACIDS | - |
dc.subject | STEREOSELECTIVE-SYNTHESIS | - |
dc.subject | 1,3-DICARBONYL COMPOUNDS | - |
dc.subject | CONJUGATE ADDITION | - |
dc.subject | ALLYLIC ALKYLATION | - |
dc.subject | MICHAEL ADDITIONS | - |
dc.subject | CARBON CENTER | - |
dc.subject | NITROALKENES | - |
dc.title | Enantioselective alpha-Alkylation of Benzylideneamino tert-Butyl Malonates by Phase-Transfer Catalysis | - |
dc.type | Article | - |
dc.type.rims | ART | - |
dc.description.journalClass | 1 | - |
dc.identifier.wosid | 000362527100011 | - |
dc.identifier.doi | 10.1002/adsc.201500560 | - |
dc.identifier.bibliographicCitation | ADVANCED SYNTHESIS & CATALYSIS, v.357, no.13, pp.2841 - 2848 | - |
dc.identifier.scopusid | 2-s2.0-84941804379 | - |
dc.citation.endPage | 2848 | - |
dc.citation.startPage | 2841 | - |
dc.citation.title | ADVANCED SYNTHESIS & CATALYSIS | - |
dc.citation.volume | 357 | - |
dc.citation.number | 13 | - |
dc.contributor.affiliatedAuthor | Kim, Mi-hyun | - |
dc.type.docType | Article | - |
dc.subject.keywordAuthor | asymmetric synthesis | - |
dc.subject.keywordAuthor | alpha,alpha-dialkylmalonates | - |
dc.subject.keywordAuthor | enantioselectivity | - |
dc.subject.keywordAuthor | phase-transfer catalysis | - |
dc.subject.keywordAuthor | PTC | - |
dc.subject.keywordPlus | BETA-KETO-ESTERS | - |
dc.subject.keywordPlus | ASYMMETRIC ALKYLATION | - |
dc.subject.keywordPlus | AMINO-ACIDS | - |
dc.subject.keywordPlus | STEREOSELECTIVE-SYNTHESIS | - |
dc.subject.keywordPlus | 1,3-DICARBONYL COMPOUNDS | - |
dc.subject.keywordPlus | CONJUGATE ADDITION | - |
dc.subject.keywordPlus | ALLYLIC ALKYLATION | - |
dc.subject.keywordPlus | MICHAEL ADDITIONS | - |
dc.subject.keywordPlus | CARBON CENTER | - |
dc.subject.keywordPlus | NITROALKENES | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Applied | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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