{"@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/1390282680288045952.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.5059/yukigoseikyokaishi.45.1148"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"3156573"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/3156573"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I3156573"}},{"identifier":{"@type":"DOI","@value":"10.1002/chin.198824373"}},{"identifier":{"@type":"NAID","@value":"130000931083"}}],"dc:title":[{"@language":"en","@value":"Chemoselective reductions with sodium borohydride and lithium borohydride in mixed solvents."},{"@value":"混合溶媒を用いる水素化ホウ素ナトリウムおよび水素化ホウ素リチウムによる官能基選択的還元"},{"@language":"ja-Kana","@value":"コンゴウ ヨウバイ オ モチイル スイソカ ホウソ ナトリウム オヨビ スイソ"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"Chemoselective reductions with sodium borohydride and lithium borohydride were examined in mixed solvents containing methanol. Ester, lactone, epoxide, diaryl disulfide, azide, and carboxylic anhydride were reduced chemoselectively in the presence of other reducible groups with sodium borohydride in refluxing <I>t</I> -butyl alcohol or tetrahydrofuran with dropwise addition of methanol. Chemoselectivity of these reductions were better than that of lithium aluminum hydride. On the other hand, ester, lactone, and epoxide were reduced rapidly and chemoselectively with lithium borohydride in mixed solvent containing methanol. <I>Primary</I> amides were reduced chemoselectively in the presence of <I>secondary</I> amide and metal carboxylate with lithium borohydride in MeOH-diglyme. This chemoselectivity is unprecedented."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1410282680288045952","@type":"Researcher","foaf:name":[{"@language":"en","@value":"SOAI Kenso"},{"@language":"ja","@value":"〓合 憲三"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Applied Chemistry, Faculty of Science, University of Tokyo"},{"@language":"ja","@value":"東京理科大学理学部応用化学科"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00379980"},{"@type":"EISSN","@value":"18836526"},{"@type":"NDL_BIB_ID","@value":"000000023528"},{"@type":"ISSN","@value":"00379980"},{"@type":"LISSN","@value":"00379980"},{"@type":"PISSN","@value":"https://id.crossref.org/issn/00379980"},{"@type":"NCID","@value":"AN0024521X"}],"prism:publicationName":[{"@language":"en","@value":"Journal of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"有機合成化学協会誌"},{"@language":"en","@value":"J. Synth. Org. Chem. Jpn."},{"@language":"en","@value":"yukigoseikyokaishi"},{"@language":"en","@value":"J. Synth. Org. Chem., Jpn."},{"@language":"ja","@value":"有合化"},{"@language":"en","@value":"J. Syn. Org. Chem., Jpn."}],"dc:publisher":[{"@language":"en","@value":"The Society of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"公益社団法人 有機合成化学協会"}],"prism:publicationDate":"1987","prism:volume":"45","prism:number":"12","prism:startingPage":"1148","prism:endingPage":"1156"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/3156573"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I3156573"}],"availableAt":"1987","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1390001205312553344","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"In situ Reaction Analysis of Ketone Reduction Using NaBH4/MeOH"},{"@language":"ja","@value":"ＮａＢＨ４／ＭｅＯＨを用いたケトンの還元反応におけるｉｎ　ｓｉｔｕ反応解析"},{"@language":"ja-Kana","@value":"NaBH4 MeOH オ モチイタ ケトン ノ カンゲン ハンノウ ニ オケル in situ ハンノウ カイセキ"}]},{"@id":"https://cir.nii.ac.jp/crid/1390282681455709696","@type":"Article","relationType":["isReferencedBy","isCitedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Synthesis of (.+-.)-Sundiversifolide Based on Lewis Acid-Mediated Claisen Rearrangement"},{"@value":"Synthesis of (±)-sundiversifolide based on Lewis acid-mediated claisen rearrangement"}]}],"dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:0021751528"},{"@type":"NDL_SEARCH","@value":"oai:ndlsearch.ndl.go.jp:R000000004-I3156573"},{"@type":"CROSSREF","@value":"10.5059/yukigoseikyokaishi.45.1148"},{"@type":"CIA","@value":"130000931083"},{"@type":"OPENAIRE","@value":"doi_dedup___::1e2453c937aaae83e0e09246e3dbcf69"},{"@type":"CROSSREF","@value":"10.1271/bbb.70283_references_DOI_5XqpwN6Nf94G3VTwvLtrHBIbcQ3"},{"@type":"CROSSREF","@value":"10.5059/yukigoseikyokaishi.69.493_references_DOI_5XqpwN6Nf94G3VTwvLtrHBIbcQ3"}]}