Full metadata record
DC Field | Value | Language |
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dc.contributor.author | Sengupta, Sandip | - |
dc.contributor.author | Kim, Hak Joong | - |
dc.contributor.author | Cho, Kyung Seon | - |
dc.contributor.author | Song, Woon Young | - |
dc.contributor.author | Sim, Taebo | - |
dc.date.accessioned | 2024-01-20T02:03:20Z | - |
dc.date.available | 2024-01-20T02:03:20Z | - |
dc.date.created | 2022-01-10 | - |
dc.date.issued | 2017-02-23 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://pubs.kist.re.kr/handle/201004/123048 | - |
dc.description.abstract | A highly diastereoselective and efficient convergent synthesis of mupirocin H starting from (+)-(R)-Roche ester was achieved. Grubbs cross metathesis was employed as the key step in the pathway to generate an important E-olefin intermediate. Other processes utilized in the route include a Pd-catalysed stereoselective substitution reaction of a cis epoxide, Sharpless epoxidation followed by Red-Al promoted epoxide ring opening, and Seebach methylation and a TEMPO/BAIB mediated oxidation-lactonization sequence. Finally, we observed that mupirocin H inhibits SbnE, a synthetase required for staphyloferrin B biosynthesis. (C)2017 Elsevier Ltd. All rights reserved. | - |
dc.language | English | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.subject | OLEFIN CROSS-METATHESIS | - |
dc.subject | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject | GENE-CLUSTER | - |
dc.subject | PSEUDOMONAS-FLUORESCENS | - |
dc.subject | DIMETHYL-SULFOXIDE | - |
dc.subject | CARBONYL-COMPOUNDS | - |
dc.subject | OXALYL CHLORIDE | - |
dc.subject | MALIC-ACID | - |
dc.subject | OXIDATION | - |
dc.subject | ALCOHOLS | - |
dc.title | Highly stereoselective synthesis of mupirocin H | - |
dc.type | Article | - |
dc.identifier.doi | 10.1016/j.tet.2017.01.017 | - |
dc.description.journalClass | 1 | - |
dc.identifier.bibliographicCitation | TETRAHEDRON, v.73, no.8, pp.1182 - 1189 | - |
dc.citation.title | TETRAHEDRON | - |
dc.citation.volume | 73 | - |
dc.citation.number | 8 | - |
dc.citation.startPage | 1182 | - |
dc.citation.endPage | 1189 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.identifier.wosid | 000394194400014 | - |
dc.identifier.scopusid | 2-s2.0-85009739536 | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.type.docType | Article | - |
dc.subject.keywordPlus | OLEFIN CROSS-METATHESIS | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | GENE-CLUSTER | - |
dc.subject.keywordPlus | PSEUDOMONAS-FLUORESCENS | - |
dc.subject.keywordPlus | DIMETHYL-SULFOXIDE | - |
dc.subject.keywordPlus | CARBONYL-COMPOUNDS | - |
dc.subject.keywordPlus | OXALYL CHLORIDE | - |
dc.subject.keywordPlus | MALIC-ACID | - |
dc.subject.keywordPlus | OXIDATION | - |
dc.subject.keywordPlus | ALCOHOLS | - |
dc.subject.keywordAuthor | Mupirocin H | - |
dc.subject.keywordAuthor | Total synthesis | - |
dc.subject.keywordAuthor | (+)-(R)-Roche ester | - |
dc.subject.keywordAuthor | Grubbs cross metathesis | - |
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