DC Field | Value | Language |
---|---|---|
dc.contributor.author | Yu, Guangri | ko |
dc.contributor.author | Jung, Byunghyuck | ko |
dc.contributor.author | Lim, Seolhee | ko |
dc.contributor.author | Lee, Hee-Seung | ko |
dc.contributor.author | Kang, Sung Ho | ko |
dc.date.accessioned | 2016-05-16T02:35:43Z | - |
dc.date.available | 2016-05-16T02:35:43Z | - |
dc.date.created | 2015-11-23 | - |
dc.date.created | 2015-11-23 | - |
dc.date.issued | 2016-01 | - |
dc.identifier.citation | ASIAN JOURNAL OF ORGANIC CHEMISTRY, v.5, no.1, pp.107 - 113 | - |
dc.identifier.issn | 2193-5807 | - |
dc.identifier.uri | http://hdl.handle.net/10203/207299 | - |
dc.description.abstract | A robust and reproducible route has been developed for the synthesis of the C11-C24 fragment of inostamycinA. Whilst the core scaffold of this compound was constructed via a series of addition reactions and an aldol condensation, the stereogenic centers were installed via a series of complex reactions involving a diastereoselective desymmetrization for the two quaternary carbons at C16 and C20, a crotylation for the carbons at C17 and C18, an aldol condensation for the carbons at C12 and C13, an allylation for the carbon at C21, and a chiral building block for the installation of the carbon at C14. All of these steps proceeded with high yield and stereoselectivity, and were also scalable. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.subject | SQUAMOUS-CELL CARCINOMA | - |
dc.subject | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject | INOSITOL TRANSFERASE | - |
dc.subject | ORGANIC-SYNTHESIS | - |
dc.subject | LUNG-CARCINOMA | - |
dc.subject | CDP-DG | - |
dc.subject | INHIBITION | - |
dc.subject | ALCOHOLS | - |
dc.subject | REAGENTS | - |
dc.subject | TRIMETHYLSILYLDIAZOMETHANE | - |
dc.title | A Stereocontrolled Synthesis of the C11-C24 Fragment of InostamycinA via the Desymmetrization of Glycerols | - |
dc.type | Article | - |
dc.identifier.wosid | 000369072900015 | - |
dc.identifier.scopusid | 2-s2.0-84955209075 | - |
dc.type.rims | ART | - |
dc.citation.volume | 5 | - |
dc.citation.issue | 1 | - |
dc.citation.beginningpage | 107 | - |
dc.citation.endingpage | 113 | - |
dc.citation.publicationname | ASIAN JOURNAL OF ORGANIC CHEMISTRY | - |
dc.identifier.doi | 10.1002/ajoc.201500386 | - |
dc.contributor.localauthor | Lee, Hee-Seung | - |
dc.contributor.localauthor | Kang, Sung Ho | - |
dc.contributor.nonIdAuthor | Jung, Byunghyuck | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | desymmetrization | - |
dc.subject.keywordAuthor | glycerols | - |
dc.subject.keywordAuthor | instamycinA | - |
dc.subject.keywordAuthor | phosphatidylinositol turnover inhibitors | - |
dc.subject.keywordAuthor | total synthesis | - |
dc.subject.keywordPlus | SQUAMOUS-CELL CARCINOMA | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | INOSITOL TRANSFERASE | - |
dc.subject.keywordPlus | ORGANIC-SYNTHESIS | - |
dc.subject.keywordPlus | LUNG-CARCINOMA | - |
dc.subject.keywordPlus | CDP-DG | - |
dc.subject.keywordPlus | INHIBITION | - |
dc.subject.keywordPlus | ALCOHOLS | - |
dc.subject.keywordPlus | REAGENTS | - |
dc.subject.keywordPlus | TRIMETHYLSILYLDIAZOMETHANE | - |
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