DC Field | Value | Language |
---|---|---|
dc.contributor.author | Jeon, Sangbin | ko |
dc.contributor.author | Han, Sunkyu | ko |
dc.date.accessioned | 2017-06-16T02:52:51Z | - |
dc.date.available | 2017-06-16T02:52:51Z | - |
dc.date.created | 2017-05-11 | - |
dc.date.created | 2017-05-11 | - |
dc.date.created | 2017-05-11 | - |
dc.date.issued | 2017-05 | - |
dc.identifier.citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.139, no.18, pp.6302 - 6305 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10203/223953 | - |
dc.description.abstract | The first total synthesis of dimeric securinega alkaloid (-)-flueggenine C is completed via an accelerated intermoleculat Rauhut Currier (RC) reaction. Despite the numerous reports on the total synthesis of monomeric securinegas, the synthesis of dimeric securinegas whose monomeric units are connected by a putative enzymatic RC reaction has not been reported to date. We have found that installation of a nucleophilic functional group at the 7-position of an enone greatly accelerates the rate of the diastereoselective intermolecular RC reaction. This discovety enabled an efficient and selective formation of the dimeric intermediate which was further transformed to (-)-flueggenine C. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | An Accelerated Intermolecular Rauhut-Currier Reaction Enables the Total Synthesis of (-)-Flueggenine C | - |
dc.type | Article | - |
dc.identifier.wosid | 000401307800007 | - |
dc.identifier.scopusid | 2-s2.0-85027847003 | - |
dc.type.rims | ART | - |
dc.citation.volume | 139 | - |
dc.citation.issue | 18 | - |
dc.citation.beginningpage | 6302 | - |
dc.citation.endingpage | 6305 | - |
dc.citation.publicationname | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.1021/jacs.7b02751 | - |
dc.contributor.localauthor | Han, Sunkyu | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | DIMERIC INDOLIZIDINE ALKALOIDS | - |
dc.subject.keywordPlus | MORITA-BAYLIS-HILLMAN | - |
dc.subject.keywordPlus | FLUEGGEA-VIROSA | - |
dc.subject.keywordPlus | SECURINEGA ALKALOIDS | - |
dc.subject.keywordPlus | CYCLOISOMERIZATION | - |
dc.subject.keywordPlus | INCARVIDITONE | - |
dc.subject.keywordPlus | DISCOVERY | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.