{"@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/1360861295547571968.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/adsc.201800222"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fadsc.201800222"}},{"identifier":{"@type":"URI","@value":"https://advanced.onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.201800222"}}],"dc:title":[{"@value":"Construction of All‐Carbon Quaternary Stereocenters <i>via</i> Asymmetric Cyclopropanations: Synthesis of Chiral Carbocyclic Pyrimidine Nucleosides"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>An efficient route to synthesize chiral carbocyclic pyrimidine nucleoside analogues containing all‐carbon quaternary stereocenters has been established <jats:italic>via</jats:italic> the asymmetric intermolecular cyclopropanation of N1‐vinylpyrimidines and α‐aryl diazoesters. With 2 mol% of chiral dirhodium (II) carboxylate complex as the catalyst, a variety of chiral carbocyclic cytosine or uracil nucleoside analogues were obtained in good yields (up to 96% yield), high diastereoselectivities (>20:1 dr), and excellent enantioselectivities (up to 99% <jats:italic>ee</jats:italic>).</jats:p><jats:p><jats:boxed-text content-type=\"graphic\" position=\"anchor\"><jats:graphic xmlns:xlink=\"http://www.w3.org/1999/xlink\" mimetype=\"image/png\" position=\"anchor\" specific-use=\"enlarged-web-image\" xlink:href=\"graphic/adsc201800222-toc-0001-m.png\"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text>\n</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380861295547571969","@type":"Researcher","foaf:name":[{"@value":"Hai‐Xia Wang"}],"jpcoar:affiliationName":[{"@value":"Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang, Henan 453007 People's Republic of China"}]},{"@id":"https://cir.nii.ac.jp/crid/1380861295547571972","@type":"Researcher","foaf:name":[{"@value":"Fang‐Juan Guan"}],"jpcoar:affiliationName":[{"@value":"Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang, Henan 453007 People's Republic of China"}]},{"@id":"https://cir.nii.ac.jp/crid/1380861295547571970","@type":"Researcher","foaf:name":[{"@value":"Ming‐Sheng Xie"}],"jpcoar:affiliationName":[{"@value":"Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang, Henan 453007 People's Republic of China"}]},{"@id":"https://cir.nii.ac.jp/crid/1380861295547571971","@type":"Researcher","foaf:name":[{"@value":"Gui‐Rong Qu"}],"jpcoar:affiliationName":[{"@value":"Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang, Henan 453007 People's Republic of China"}]},{"@id":"https://cir.nii.ac.jp/crid/1380861295547571968","@type":"Researcher","foaf:name":[{"@value":"Hai‐Ming Guo"}],"jpcoar:affiliationName":[{"@value":"Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University  Xinxiang, Henan 453007 People's Republic of China"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"16154150"},{"@type":"EISSN","@value":"16154169"}],"prism:publicationName":[{"@value":"Advanced Synthesis & Catalysis"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2018-04-20","prism:volume":"360","prism:number":"11","prism:startingPage":"2233","prism:endingPage":"2238"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fadsc.201800222"},{"@id":"https://advanced.onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.201800222"}],"createdAt":"2018-03-31","modifiedAt":"2025-10-06","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/2051151842062065792","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Total synthesis of lyconesidine B : approach to a three-dimensional tetracyclic skeleton of amine-type fawcettimine core and studies of asymmetric synthesis"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1002/adsc.201800222"},{"@type":"CROSSREF","@value":"10.1246/bcsj.20220049_references_DOI_Y48m3JRdWdo8wC3E1hlrYnGMUAW"}]}