Highly enantioselective synthesis of 5-phenyl-2-alkylprolines using phase-transfer catalytic alkylation SCIE SCOPUS
DC Field | Value | Language |
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dc.contributor.author | Lee, Myungmo | - |
dc.contributor.author | Lee, Young-Ju | - |
dc.contributor.author | Park, Eunyoung | - |
dc.contributor.author | Park, Yohan | - |
dc.contributor.author | Ha, Min Woo | - |
dc.contributor.author | Hong, Suckchang | - |
dc.contributor.author | Lee, Yeon-Ju | - |
dc.contributor.author | Kim, Taek-Soo | - |
dc.contributor.author | Kim, Mi-hyun | - |
dc.contributor.author | Park, Hyeung-geun | - |
dc.date.accessioned | 2020-04-20T06:33:39Z | - |
dc.date.available | 2020-04-20T06:33:39Z | - |
dc.date.created | 2020-01-28 | - |
dc.date.issued | 2013 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.uri | https://sciwatch.kiost.ac.kr/handle/2020.kiost/3320 | - |
dc.description.abstract | An efficient enantioselective synthetic method for the synthesis of (2R)-5-phenyl-2-alkylproline tert-butyl esters was reported. The phase-transfer catalytic alkylation of tert-butyl-5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate in the presence of chiral quaternary ammonium catalysts gave the corresponding alkylated products (up to 97% ee). The following diastereoselective reductions afforded chiral 5-phenyl-2-alkylprolines which can be applied to asymmetric synthesis as organocatalysts or synthesis of biologically active proline based compounds, such as chiral a-alkylated analogues of (+)-RP66803, as potential CCK antagonists. | - |
dc.description.uri | 1 | - |
dc.language | English | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.subject | 1,3-DIPOLAR CYCLOADDITION | - |
dc.subject | ASYMMETRIC-SYNTHESIS | - |
dc.subject | AZOMETHINE YLIDES | - |
dc.subject | ANALOGS | - |
dc.subject | DESIGN | - |
dc.subject | SALTS | - |
dc.subject | ESTER | - |
dc.subject | ACIDS | - |
dc.title | Highly enantioselective synthesis of 5-phenyl-2-alkylprolines using phase-transfer catalytic alkylation | - |
dc.type | Article | - |
dc.citation.endPage | 2046 | - |
dc.citation.startPage | 2039 | - |
dc.citation.title | ORGANIC & BIOMOLECULAR CHEMISTRY | - |
dc.citation.volume | 11 | - |
dc.citation.number | 12 | - |
dc.contributor.alternativeName | 이연주 | - |
dc.identifier.bibliographicCitation | ORGANIC & BIOMOLECULAR CHEMISTRY, v.11, no.12, pp.2039 - 2046 | - |
dc.identifier.doi | 10.1039/c3ob27089k | - |
dc.identifier.scopusid | 2-s2.0-84876731159 | - |
dc.identifier.wosid | 000315464900016 | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | 1,3-DIPOLAR CYCLOADDITION | - |
dc.subject.keywordPlus | ASYMMETRIC-SYNTHESIS | - |
dc.subject.keywordPlus | AZOMETHINE YLIDES | - |
dc.subject.keywordPlus | ANALOGS | - |
dc.subject.keywordPlus | DESIGN | - |
dc.subject.keywordPlus | SALTS | - |
dc.subject.keywordPlus | ESTER | - |
dc.subject.keywordPlus | ACIDS | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |