{"@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/1390001205312887040.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.5059/yukigoseikyokaishi.64.845"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"8060162"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/8060162"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I8060162"}},{"identifier":{"@type":"DOI","@value":"10.1002/chin.200704255"}},{"identifier":{"@type":"NAID","@value":"10017652355"}}],"dc:title":[{"@language":"en","@value":"The Barbier-Type Alkylation of Carbonyl Compounds with Alkyl Halides Using Metallic Strontium"},{"@value":"金属ストロンチウムを用いるＢａｒｂｉｅｒ型アルキル化反応の開発"},{"@language":"ja-Kana","@value":"キンゾク ストロンチウム オ モチイル Barbierガタ アルキルカ ハンノウ ノ カイハツ"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"Organometallic compounds comprise some of the most versatile reagents in organic synthesis, and among them are organometallic compounds of alkaline-earth elements. Numerous reports have been published on the Grignard (or Barbier) reaction using metallic magnesium and alkyl halides. Furthermore, there are various reports on the preparation and reactivity of the organometallic compounds of calcium and barium. In contrast, fewer studies on the preparation and reactivity of organostrontium compounds were found in the literature. As the results on our investigation, it's found that in the presence of metallic strontium, the Barbier-type alkylation of aldehydes with alkyl iodides proceeded smoothly at-15°C under an argon atmosphere to afford the corresponding alkylated alcohols in moderate to good yields. The Barbier-type alkylation of imines with alkyl iodides also took place smoothly at room temperature under an argon atmosphere to give the corresponding alkylated amines in good yields. Aromatic aldimines reacted with metallic strontium in the presence of a catalytic amount of iodine to obtain the self-coupling products in good yields. Furthermore, the Barbier-type alkylation of esters with alkyl iodides proceeded smoothly at room temperature under an argon atmosphere to afford the corresponding dialkylated alcohols in good yields."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1420282801185833728","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"40219829"},{"@type":"NRID","@value":"1000040219829"},{"@type":"NRID","@value":"9000256031069"},{"@type":"NRID","@value":"9000412075368"},{"@type":"NRID","@value":"9000256008588"},{"@type":"NRID","@value":"9000253132788"},{"@type":"NRID","@value":"9000253130006"},{"@type":"NRID","@value":"9000257730147"},{"@type":"NRID","@value":"9000360594500"},{"@type":"NRID","@value":"9000252802603"},{"@type":"NRID","@value":"9000404939895"},{"@type":"NRID","@value":"9000283370645"},{"@type":"NRID","@value":"9000017152675"},{"@type":"NRID","@value":"9000399806887"},{"@type":"NRID","@value":"9000253132848"},{"@type":"NRID","@value":"9000005131486"},{"@type":"NRID","@value":"9000000802471"},{"@type":"NRID","@value":"9000002561869"},{"@type":"NRID","@value":"9000413774737"},{"@type":"NRID","@value":"9000257703597"},{"@type":"NRID","@value":"9000257704260"},{"@type":"NRID","@value":"9000256011349"},{"@type":"NRID","@value":"9000256023497"},{"@type":"NRID","@value":"9000256019291"},{"@type":"NRID","@value":"9000257718173"},{"@type":"NRID","@value":"9000000591676"},{"@type":"NRID","@value":"9000399542497"},{"@type":"NRID","@value":"9000257717718"},{"@type":"NRID","@value":"9000257723855"},{"@type":"NRID","@value":"9000257717920"},{"@type":"NRID","@value":"9000408920321"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0184071"}],"foaf:name":[{"@language":"en","@value":"Miyoshi Norikazu"},{"@language":"ja","@value":"三好 徳和"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Chemistry, Faculty of Integrated Arts and Sciences, The University of Tokushima"},{"@language":"ja","@value":"徳島大学総合科学部自然システム学科"}]},{"@id":"https://cir.nii.ac.jp/crid/1410290697287392259","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000001778752"}],"foaf:name":[{"@language":"en","@value":"Ikehara Daitetsu"},{"@language":"ja","@value":"池原 大哲"}],"jpcoar:affiliationName":[{"@language":"ja","@value":"東京化成工業 (株)"}]},{"@id":"https://cir.nii.ac.jp/crid/1410001205312512256","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000001778753"}],"foaf:name":[{"@language":"en","@value":"Matsuo Tsuyoshi"},{"@language":"ja","@value":"松尾 強"}],"jpcoar:affiliationName":[{"@language":"ja","@value":"山陽色素 (株)"}]},{"@id":"https://cir.nii.ac.jp/crid/1410290697287392258","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000001778754"}],"foaf:name":[{"@language":"en","@value":"Kohno Tadashi"},{"@language":"ja","@value":"幸野 正志"}],"jpcoar:affiliationName":[{"@language":"ja","@value":"四国トーセロ (株)"}]},{"@id":"https://cir.nii.ac.jp/crid/1410290697287392261","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000001778755"}],"foaf:name":[{"@language":"en","@value":"Matsui Aki"},{"@language":"ja","@value":"松井 亜希"}],"jpcoar:affiliationName":[{"@language":"ja","@value":"九州大学理学府分子科学専攻"}]},{"@id":"https://cir.nii.ac.jp/crid/1030003658341505408","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"10016173"},{"@type":"NRID","@value":"1000010016173"},{"@type":"NRID","@value":"9000020319043"},{"@type":"NRID","@value":"9000021895877"},{"@type":"NRID","@value":"9000254237587"},{"@type":"NRID","@value":"9000003719164"},{"@type":"NRID","@value":"9000006702553"},{"@type":"NRID","@value":"9000020201423"},{"@type":"NRID","@value":"9000021857826"},{"@type":"NRID","@value":"9000005190173"},{"@type":"NRID","@value":"9000020379332"},{"@type":"NRID","@value":"9000000802462"},{"@type":"NRID","@value":"9000020153508"},{"@type":"NRID","@value":"9000253125536"},{"@type":"NRID","@value":"9000394962187"},{"@type":"NRID","@value":"9000256044430"},{"@type":"NRID","@value":"9000399542496"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0017361"}],"foaf:name":[{"@language":"en","@value":"Wada Makoto"},{"@language":"ja","@value":"和田 眞"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Chemistry, Faculty of Integrated Arts and Sciences, The University of Tokushima"},{"@language":"ja","@value":"徳島大学総合科学部自然システム学科"}]}],"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":"09317597"},{"@type":"EISSN","@value":"15222667"},{"@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":"2006","prism:volume":"64","prism:number":"8","prism:startingPage":"845","prism:endingPage":"852"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/8060162"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I8060162"}],"availableAt":"2006","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=strontium","dc:title":"strontium"},{"@id":"https://cir.nii.ac.jp/all?q=Barbier-type%20reaction","dc:title":"Barbier-type reaction"},{"@id":"https://cir.nii.ac.jp/all?q=alkylation","dc:title":"alkylation"},{"@id":"https://cir.nii.ac.jp/all?q=aldehyde","dc:title":"aldehyde"},{"@id":"https://cir.nii.ac.jp/all?q=imine","dc:title":"imine"},{"@id":"https://cir.nii.ac.jp/all?q=ester","dc:title":"ester"},{"@id":"https://cir.nii.ac.jp/all?q=carboxylic%20acid","dc:title":"carboxylic acid"},{"@id":"https://cir.nii.ac.jp/all?q=p-alkylation","dc:title":"p-alkylation"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360018297835287808","@type":"Article","relationType":["cites"],"jpcoar:relatedTitle":[{"@value":"Metal vapour synthesis of bis{1,3-bis(trimethylsilyl)cyclopentadienyl}-calcium, -strontium, and -barium compounds; X-ray structures of [M{η-C<sub>5</sub>H<sub>3</sub>-1,3-(SiMe<sub>3</sub>)<sub>2</sub>}<sub>2</sub>(thf)](M = Ca, Sr; thf = tetrahydrofuran)"}]},{"@id":"https://cir.nii.ac.jp/crid/1570009750290089728","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1570009751791753600","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1570291225266797312","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1570291225266799744","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1570854175220216448","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571135650196926464","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571135650196928256","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571135650196929664","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571135650196931072","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571417125173638784","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571417125173639680","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571417125173640704","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571980075127058048","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1571980075127063552","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1572261551634103552","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1572543026565787008","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1572824500057192832","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1572824500057195136","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1572824501535789952","@type":"Article","relationType":["cites"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Allylbarium reagents; Unprecedented regio-and sereo-selective allylation reactions of carbonyl compounds."}]},{"@id":"https://cir.nii.ac.jp/crid/1572824501553965568","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1573105975033903872","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1573387450010613632","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1573950401460944000","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1574231874940743168","@type":"Article","relationType":["cites"]},{"@id":"https://cir.nii.ac.jp/crid/1574231874940746112","@type":"Article","relationType":["cites"]}],"dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:0028285407"},{"@type":"NDL_SEARCH","@value":"oai:ndlsearch.ndl.go.jp:R000000004-I8060162"},{"@type":"CROSSREF","@value":"10.5059/yukigoseikyokaishi.64.845"},{"@type":"CIA","@value":"10017652355"},{"@type":"OPENAIRE","@value":"doi_dedup___::c8164d7efe0f7e4543e1321c3bfd19c0"}]}