DC Field | Value | Language |
---|---|---|
dc.contributor.author | Lee, Wonchul | ko |
dc.contributor.author | Kang, Sungkyoung | ko |
dc.contributor.author | Jung, Byunghyuck | ko |
dc.contributor.author | Lee, Hee-Seung | ko |
dc.contributor.author | Kang, Sung Ho | ko |
dc.date.accessioned | 2016-06-07T08:58:25Z | - |
dc.date.available | 2016-06-07T08:58:25Z | - |
dc.date.created | 2016-02-05 | - |
dc.date.created | 2016-02-05 | - |
dc.date.issued | 2016-02 | - |
dc.identifier.citation | CHEMICAL COMMUNICATIONS, v.52, no.17, pp.3536 - 3539 | - |
dc.identifier.issn | 1359-7345 | - |
dc.identifier.uri | http://hdl.handle.net/10203/207656 | - |
dc.description.abstract | The synthesis of laidlomycin is described. With an established stereocontrolled synthetic route to the aldehyde 5, the known beta-keto phosphonate 4 was coupled with 5 and the resulting enone was subjected to a sequential hydrogenolysis/hydrogenation and equilibration process to effect the correct spiroketalization for the natural product. The stereogenic carbons were elaborated by desymmetrization for C12, allylation for C13, vanadyl-induced epoxidation for C16, Zn(BH4)(2) reduction for C17, a chiral building block for C18 and C24, Shi epoxidation for C20 and C21, Myers' alkylation for C22, and thermodynamic control for C25. | - |
dc.language | English | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.subject | STEREOCONTROLLED TOTAL-SYNTHESIS | - |
dc.subject | POLYETHER ANTIBIOTICS | - |
dc.subject | ASYMMETRIC EPOXIDATION | - |
dc.subject | OXIDATIVE CYCLIZATION | - |
dc.subject | ZINC BOROHYDRIDE | - |
dc.subject | CARBOXYLIC-ACIDS | - |
dc.subject | NATURAL-PRODUCTS | - |
dc.subject | METHYL-ESTERS | - |
dc.subject | ALCOHOLS | - |
dc.subject | MONENSIN | - |
dc.title | Total synthesis of laidlomycin | - |
dc.type | Article | - |
dc.identifier.wosid | 000371026700019 | - |
dc.identifier.scopusid | 2-s2.0-84959162139 | - |
dc.type.rims | ART | - |
dc.citation.volume | 52 | - |
dc.citation.issue | 17 | - |
dc.citation.beginningpage | 3536 | - |
dc.citation.endingpage | 3539 | - |
dc.citation.publicationname | CHEMICAL COMMUNICATIONS | - |
dc.identifier.doi | 10.1039/C5CC10673G | - |
dc.contributor.localauthor | Lee, Hee-Seung | - |
dc.contributor.localauthor | Kang, Sung Ho | - |
dc.contributor.nonIdAuthor | Jung, Byunghyuck | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | STEREOCONTROLLED TOTAL-SYNTHESIS | - |
dc.subject.keywordPlus | POLYETHER ANTIBIOTICS | - |
dc.subject.keywordPlus | ASYMMETRIC EPOXIDATION | - |
dc.subject.keywordPlus | OXIDATIVE CYCLIZATION | - |
dc.subject.keywordPlus | ZINC BOROHYDRIDE | - |
dc.subject.keywordPlus | CARBOXYLIC-ACIDS | - |
dc.subject.keywordPlus | NATURAL-PRODUCTS | - |
dc.subject.keywordPlus | METHYL-ESTERS | - |
dc.subject.keywordPlus | ALCOHOLS | - |
dc.subject.keywordPlus | MONENSIN | - |
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