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DC Field | Value | Language |
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dc.citation.endPage | 12166 | - |
dc.citation.number | 37 | - |
dc.citation.startPage | 12162 | - |
dc.citation.title | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.volume | 57 | - |
dc.contributor.author | Lee, Sunggi | - |
dc.contributor.author | Bae, Han Yong | - |
dc.contributor.author | List, Benjamin | - |
dc.date.accessioned | 2023-12-21T20:12:03Z | - |
dc.date.available | 2023-12-21T20:12:03Z | - |
dc.date.created | 2019-02-11 | - |
dc.date.issued | 2018-09 | - |
dc.description.abstract | O-heterocycles bearing tetrasubstituted stereogenic centers are prepared via catalytic chemo- and enantioselective nucleophilic additions to ketoaldehydes, in which the ketone reacts preferentially over the aldehyde. Five- and six-membered rings with both aromatic and aliphatic substituents, as well as an alkynyl substituent, are obtained. Moreover, 2,2,5-trisubstituted and 2,2,5,5-tetrasubstituted tetrahydrofurans are synthesized with excellent stereoselectivities. Additionally, the synthetic utility of the described method is demonstrated with a three-step synthesis of the side chain of anhydroharringtonine. | - |
dc.identifier.bibliographicCitation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.57, no.37, pp.12162 - 12166 | - |
dc.identifier.doi | 10.1002/anie.201806312 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.scopusid | 2-s2.0-85052727407 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/25865 | - |
dc.identifier.url | https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201806312 | - |
dc.identifier.wosid | 000443675700059 | - |
dc.language | 영어 | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Can a Ketone Be More Reactive than an Aldehyde? Catalytic Asymmetric Synthesis of Substituted Tetrahydrofurans | - |
dc.type | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordAuthor | enantioselective nucleophilic addition | - |
dc.subject.keywordAuthor | oxygen heterocycles | - |
dc.subject.keywordAuthor | Lewis acid catalysis | - |
dc.subject.keywordAuthor | tetrasubstituted stereogenic centers | - |
dc.subject.keywordPlus | LEWIS-ACID ORGANOCATALYSIS | - |
dc.subject.keywordPlus | WACKER-TYPE CYCLIZATION | - |
dc.subject.keywordPlus | DIELS-ALDER REACTION | - |
dc.subject.keywordPlus | BIS(TRIMETHYLSILYL) ENOL ETHERS | - |
dc.subject.keywordPlus | 3+5 ANNULATION REACTIONS | - |
dc.subject.keywordPlus | OXOCARBENIUM IONS | - |
dc.subject.keywordPlus | NATURAL-PRODUCTS | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE ADDITION | - |
dc.subject.keywordPlus | TETRAHYDROPYRAN RINGS | - |
dc.subject.keywordPlus | OLEFINIC 1,3-DIOLS | - |
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