{"@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/1361418519982736128.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1139/v03-165"}},{"identifier":{"@type":"URI","@value":"https://cdnsciencepub.com/doi/pdf/10.1139/v03-165"}}],"dc:title":[{"@value":"Diastereoselective reduction of α-aminoketones: Synthesis of <i>anti</i>- and <i>syn</i>-β-aminoalcohols"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:p> Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt<jats:sub>3</jats:sub>BH or Li(s-Bu)<jats:sub>3</jats:sub>BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β-aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.Key words: β-aminoalcohol, diastereoselective reduction. </jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1381418519982736128","@type":"Researcher","foaf:name":[{"@value":"David S Fraser"}]},{"@id":"https://cir.nii.ac.jp/crid/1381418519982736129","@type":"Researcher","foaf:name":[{"@value":"Sheldon B Park"}]},{"@id":"https://cir.nii.ac.jp/crid/1381418519982736130","@type":"Researcher","foaf:name":[{"@value":"J Michael Chong"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00084042"},{"@type":"EISSN","@value":"14803291"}],"prism:publicationName":[{"@value":"Canadian Journal of Chemistry"}],"dc:publisher":[{"@value":"Canadian Science Publishing"}],"prism:publicationDate":"2004-02-01","prism:volume":"82","prism:number":"2","prism:startingPage":"87","prism:endingPage":"101"},"reviewed":"false","dc:rights":["http://www.nrcresearchpress.com/page/about/CorporateTextAndDataMining"],"url":[{"@id":"https://cdnsciencepub.com/doi/pdf/10.1139/v03-165"}],"createdAt":"2004-03-05","modifiedAt":"2025-07-02","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360002216681922944","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Practical Synthesis of<i>N</i>-Boc- and<i>N</i>-Cbz-α-Amido Stannanes from α-Amido Sulfones Using TMSSnBu<sub>3</sub>and CsF"}]},{"@id":"https://cir.nii.ac.jp/crid/1360285706435894144","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Identification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP, and phenethylamine derivative 4-methylbuphedrine from illegal products"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565166622203904","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Synthesis of Arylglycine and Mandelic Acid Derivatives through Carboxylations of α-Amido and α-Acetoxy Stannanes with Carbon Dioxide"}]},{"@id":"https://cir.nii.ac.jp/crid/1360848658182188032","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Chiral Transfer in the Reaction of Aminoallylic Stannanes with Carbonyls in Two Different Modes using Tin(II) and Indium(III) Halides for the Synthesis of Each Enantiomer"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1139/v03-165"},{"@type":"CROSSREF","@value":"10.1021/jo202597p_references_DOI_9YkTYQ9G1a073LOrTupyCy7XDoA"},{"@type":"CROSSREF","@value":"10.1007/s11419-013-0194-5_references_DOI_9YkTYQ9G1a073LOrTupyCy7XDoA"},{"@type":"CROSSREF","@value":"10.1021/om500768e_references_DOI_9YkTYQ9G1a073LOrTupyCy7XDoA"},{"@type":"CROSSREF","@value":"10.1021/ol200599d_references_DOI_9YkTYQ9G1a073LOrTupyCy7XDoA"}]}