{"@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/1360004233249523072.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/ol303459x"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/ol303459x"}},{"identifier":{"@type":"PMID","@value":"23398353"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"Enantioselective Total Synthesis of (+)-Colletoic Acid via Catalytic Asymmetric Intramolecular Cyclopropanation of an α-Diazo-β-keto Diphenylphosphine Oxide"}],"description":[{"notation":[{"@value":"The enantioselective total synthesis of (+)-colletoic acid, a potent naturally occurring 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitor, is described. This total synthesis features a highly enantioselective catalytic asymmetric intramolecular cyclopropanation of an α-diazo-β-keto diphenylphosphine oxide and five highly stereoselective reactions (cyclopropane opening, Diels-Alder reaction, iodolactonization, alkene formation, and reduction of α,β-unsaturated carboxylic acid)."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380004233249523073","@type":"Researcher","foaf:name":[{"@value":"Takashi Sawada"}],"jpcoar:affiliationName":[{"@value":"Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004233249523072","@type":"Researcher","foaf:name":[{"@value":"Masahisa Nakada"}],"jpcoar:affiliationName":[{"@value":"Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"15237060"},{"@type":"EISSN","@value":"15237052"}],"prism:publicationName":[{"@value":"Organic Letters"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2013-02-11","prism:volume":"15","prism:number":"5","prism:startingPage":"1004","prism:endingPage":"1007"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/ol303459x"}],"createdAt":"2013-02-11","modifiedAt":"2023-04-18","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Cyclopropanes","dc:title":"Cyclopropanes"},{"@id":"https://cir.nii.ac.jp/all?q=Molecular%20Structure","dc:title":"Molecular Structure"},{"@id":"https://cir.nii.ac.jp/all?q=Aryldialkylphosphatase","dc:title":"Aryldialkylphosphatase"},{"@id":"https://cir.nii.ac.jp/all?q=11-beta-Hydroxysteroid%20Dehydrogenase%20Type%201","dc:title":"11-beta-Hydroxysteroid Dehydrogenase Type 1"},{"@id":"https://cir.nii.ac.jp/all?q=Carboxylic%20Acids","dc:title":"Carboxylic Acids"},{"@id":"https://cir.nii.ac.jp/all?q=Stereoisomerism","dc:title":"Stereoisomerism"},{"@id":"https://cir.nii.ac.jp/all?q=Azo%20Compounds","dc:title":"Azo Compounds"},{"@id":"https://cir.nii.ac.jp/all?q=Sesquiterpenes","dc:title":"Sesquiterpenes"},{"@id":"https://cir.nii.ac.jp/all?q=Catalysis","dc:title":"Catalysis"}],"project":[{"@id":"https://cir.nii.ac.jp/crid/1040000782062492800","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"21106001"},{"@type":"JGN","@value":"JP21106001"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-ORGANIZER-21106001/"}],"notation":[{"@language":"ja","@value":"反応集積化の合成化学　革新的手法の開拓と有機物質創成への展開"},{"@language":"en","@value":"Organic Synthesis Based on Reaction Integration. 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