{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1362825894690374144.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/jo050664x"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/jo050664x"}},{"identifier":{"@type":"DOI","@value":"10.1002/chin.200549187"}},{"identifier":{"@type":"PMID","@value":"15989349"}}],"dc:title":[{"@value":"First Asymmetric Total Synthesis of Synerazol, an Antifungal Antibiotic, and Determination of Its Absolute Stereochemistry"}],"description":[{"notation":[{"@value":"[reaction: see text] By synthesizing two possible diastereomers, the first asymmetric total synthesis of synerazol, an antifungal antibiotic, has been accomplished, allowing determination of its absolute stereochemistry. A more practical second generation route was also established. The key steps are racemization-free deprotection of a TIPS group and introduction of a methyl ether by DMD oxidation of the benzylidene moiety in a substrate having a small protecting group."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1382825894690374020","@type":"Researcher","foaf:name":[{"@value":"Yujiro Hayashi"}],"jpcoar:affiliationName":[{"@value":"Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Graduate School of BASE (Bio-Applications and Systems Engineering), Tokyo University of Agriculture and Technology, Naka-cho, Koganei, Tokyo 184-8588, and Antibiotics Laboratory, Discovery Research Institute, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894690374144","@type":"Researcher","foaf:name":[{"@value":"Mitsuru Shoji"}],"jpcoar:affiliationName":[{"@value":"Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Graduate School of BASE (Bio-Applications and Systems Engineering), Tokyo University of Agriculture and Technology, Naka-cho, Koganei, Tokyo 184-8588, and Antibiotics Laboratory, Discovery Research Institute, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894690374019","@type":"Researcher","foaf:name":[{"@value":"Takasuke Mukaiyama"}],"jpcoar:affiliationName":[{"@value":"Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Graduate School of BASE (Bio-Applications and Systems Engineering), Tokyo University of Agriculture and Technology, Naka-cho, Koganei, Tokyo 184-8588, and Antibiotics Laboratory, Discovery Research Institute, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894690374146","@type":"Researcher","foaf:name":[{"@value":"Hiroaki Gotoh"}],"jpcoar:affiliationName":[{"@value":"Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Graduate School of BASE (Bio-Applications and Systems Engineering), Tokyo University of Agriculture and Technology, Naka-cho, Koganei, Tokyo 184-8588, and Antibiotics Laboratory, Discovery Research Institute, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894690374018","@type":"Researcher","foaf:name":[{"@value":"Shinpei Yamaguchi"}],"jpcoar:affiliationName":[{"@value":"Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Graduate School of BASE (Bio-Applications and Systems Engineering), Tokyo University of Agriculture and Technology, Naka-cho, Koganei, Tokyo 184-8588, and Antibiotics Laboratory, Discovery Research Institute, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, 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(ACS)"}],"prism:publicationDate":"2005-06-08","prism:volume":"70","prism:number":"14","prism:startingPage":"5643","prism:endingPage":"5654"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/jo050664x"}],"createdAt":"2005-07-01","modifiedAt":"2021-10-09","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Antifungal%20Agents","dc:title":"Antifungal Agents"},{"@id":"https://cir.nii.ac.jp/all?q=Molecular%20Conformation","dc:title":"Molecular Conformation"},{"@id":"https://cir.nii.ac.jp/all?q=Stereoisomerism","dc:title":"Stereoisomerism"},{"@id":"https://cir.nii.ac.jp/all?q=Benzylidene%20Compounds","dc:title":"Benzylidene Compounds"},{"@id":"https://cir.nii.ac.jp/all?q=Oxidation-Reduction","dc:title":"Oxidation-Reduction"},{"@id":"https://cir.nii.ac.jp/all?q=Pyrrolidinones","dc:title":"Pyrrolidinones"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050587981433711104","@type":"Article","resourceType":"学術雑誌論文(journal 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