{"@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/1363670320053309952.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1126/science.1148597"}},{"identifier":{"@type":"URI","@value":"https://www.science.org/doi/pdf/10.1126/science.1148597"}}],"dc:title":[{"@value":"A Predictably Selective Aliphatic C–H Oxidation Reaction for Complex Molecule Synthesis"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:p>\n                    Realizing the extraordinary potential of unactivated sp\n                    <jats:sup>3</jats:sup>\n                    C–H bond oxidation in organic synthesis requires the discovery of catalysts that are both highly reactive and predictably selective. We report an iron (Fe)–based small molecule catalyst that uses hydrogen peroxide (H\n                    <jats:sub>2</jats:sub>\n                    O\n                    <jats:sub>2</jats:sub>\n                    ) to oxidize a broad range of substrates. Predictable selectivity is achieved solely on the basis of the electronic and steric properties of the C–H bonds, without the need for directing groups. Additionally, carboxylate directing groups may be used to furnish five-membered ring lactone products. We demonstrate that these three modes of selectivity enable the predictable oxidation of complex natural products and their derivatives at specific C–H bonds with preparatively useful yields. This type of general and predictable reactivity stands to enable aliphatic C–H oxidation as a method for streamlining complex molecule synthesis.\n                  </jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1383670320053309953","@type":"Researcher","foaf:name":[{"@value":"Mark S. Chen"}],"jpcoar:affiliationName":[{"@value":"Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana, IL 61801, USA."}]},{"@id":"https://cir.nii.ac.jp/crid/1383670320053309952","@type":"Researcher","foaf:name":[{"@value":"M. Christina White"}],"jpcoar:affiliationName":[{"@value":"Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana, IL 61801, USA."}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00368075"},{"@type":"EISSN","@value":"10959203"}],"prism:publicationName":[{"@value":"Science"}],"dc:publisher":[{"@value":"American Association for the Advancement of Science (AAAS)"}],"prism:publicationDate":"2007-11-02","prism:volume":"318","prism:number":"5851","prism:startingPage":"783","prism:endingPage":"787"},"reviewed":"false","url":[{"@id":"https://www.science.org/doi/pdf/10.1126/science.1148597"}],"createdAt":"2007-11-01","modifiedAt":"2024-01-10","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050002213396961152","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide–iron(ii) complexes"},{"@value":"An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide–iron(<scp>ii</scp>) complexes"}]},{"@id":"https://cir.nii.ac.jp/crid/1050845760748916352","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Contiguous radical pivaloyloxymethylation–directed C(sp3)–H iodination of N-tosyl cycloalkanecarbaldimine"},{"@value":"ChemInform Abstract: Contiguous Radical Pivaloyloxymethylation—Directed C(sp<sup>3</sup>)—H Iodination of N‐Tosyl Cycloalkanecarbaldimine."}]},{"@id":"https://cir.nii.ac.jp/crid/1050845760748957824","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Final-Stage Site-Selective Acylation for the Total Syntheses of Multifidosides A-C."},{"@value":"Final‐Stage Site‐Selective Acylation for the Total Syntheses of Multifidosides A–C"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002214423794944","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"CH Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216895684736","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Directing activator-assisted regio- and oxidation state-selective aerobic oxidation of secondary C(sp<sup>3</sup>)–H bonds in aliphatic alcohols"}]},{"@id":"https://cir.nii.ac.jp/crid/1360004229916956672","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Use of Perfluorocarboxylic Acids To Trick Cytochrome P450BM3 into Initiating the Hydroxylation of Gaseous 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