{"@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/1390282679123763072.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.2183/pjab.80.349"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"7187457"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/7187457"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I7187457"}},{"identifier":{"@type":"URI","@value":"http://www.jstage.jst.go.jp/article/pjab/80/8/80_8_349/_pdf"}},{"identifier":{"@type":"NAID","@value":"130000093727"}}],"dc:title":[{"@language":"en","@value":"Development of .BETA.-keto ester and malonate chemistry  Palladium-catalyzed new reactions of their allylic esters"},{"@value":"Development of β-keto ester and malonate chemistry--Palladium-catalyzed new reactions of their allylic esters"},{"@language":"ja-Kana","@value":"Development of ベータ keto ester and malonate chemistry Palladium catalyzed new reactions of their allylic esters"}],"dcterms:alternative":[{"@language":"en","@value":"Palladium-catalyzed new reactions of their allylic esters"}],"dc:language":"en","description":[{"type":"abstract","notation":[{"@language":"en","@value":"During extensive studies on π-allylpalladium chemistry, we have developed classical β-keto ester and malonate chemistry to a new generation by discovering a variety of palladium-catalyzed reactions of their allylic esters. Palladium enolates are generated from allyl β-keto esters after decarboxylation and undergo the following transformations; a) reductive elimination to provide α-allyl ketones, b) elimination of β-hydrogen to give α, β-unsaturated ketones, c) formation of α-methylene ketones, d) hydrogenolysis to give ketones, e) aldol condensation, and f) Michael addition. Allyl malonates and cyanoacetes undergo similar reactions. Results of these studies, including several applications carried out by other researchers are summarized.<br> <br> <br> (Communicated by Teruaki MUKAIYAMA, M.J.A.)<br>"}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1030003658350098048","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"00016685"},{"@type":"NRID","@value":"1000000016685"},{"@type":"NRID","@value":"9000003772998"},{"@type":"NRID","@value":"9000007296226"},{"@type":"NRID","@value":"9000007270259"},{"@type":"NRID","@value":"9000002882186"},{"@type":"NRID","@value":"9000253315713"},{"@type":"NRID","@value":"9000392656062"},{"@type":"NRID","@value":"9000007893664"},{"@type":"NRID","@value":"9000253328296"},{"@type":"NRID","@value":"9000018340980"},{"@type":"NRID","@value":"9000007290506"},{"@type":"NRID","@value":"9000009191778"},{"@type":"NRID","@value":"9000021037597"},{"@type":"NRID","@value":"9000017936840"},{"@type":"NRID","@value":"9000017919495"},{"@type":"NRID","@value":"9000017909300"},{"@type":"NRID","@value":"9000020162808"},{"@type":"NRID","@value":"9000253314066"},{"@type":"NRID","@value":"9000008036191"},{"@type":"NRID","@value":"9000007296784"},{"@type":"NRID","@value":"9000008096138"},{"@type":"NRID","@value":"9000000591828"},{"@type":"NRID","@value":"9000020947285"},{"@type":"NRID","@value":"9000018398338"},{"@type":"NRID","@value":"9000002882170"},{"@type":"NRID","@value":"9000003788297"},{"@type":"NRID","@value":"9000253103578"},{"@type":"NRID","@value":"9000253319222"},{"@type":"NRID","@value":"9000253324992"},{"@type":"NRID","@value":"9000017639428"},{"@type":"NRID","@value":"9000008672274"},{"@type":"NRID","@value":"9000003775763"},{"@type":"NRID","@value":"9000392650637"},{"@type":"NRID","@value":"9000253313969"},{"@type":"NRID","@value":"9000253315453"},{"@type":"NRID","@value":"9000392656065"},{"@type":"NRID","@value":"9000017629857"},{"@type":"NRID","@value":"9000020075842"},{"@type":"NRID","@value":"9000018033203"},{"@type":"NRID","@value":"9000002883196"},{"@type":"NRID","@value":"9000254747380"},{"@type":"NRID","@value":"9000253314007"},{"@type":"NRID","@value":"9000007384224"},{"@type":"NRID","@value":"9000021486775"},{"@type":"NRID","@value":"9000020288606"},{"@type":"NRID","@value":"9000253316980"},{"@type":"NRID","@value":"9000392656077"},{"@type":"NRID","@value":"9000018398312"},{"@type":"NRID","@value":"9000021038248"},{"@type":"NRID","@value":"9000020752512"},{"@type":"NRID","@value":"9000253322062"},{"@type":"NRID","@value":"9000255824594"},{"@type":"NRID","@value":"9000007306653"},{"@type":"NRID","@value":"9000007786445"},{"@type":"NRID","@value":"9000253316532"},{"@type":"NRID","@value":"9000008604406"}],"foaf:name":[{"@language":"en","@value":"TSUJI Jiro"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Tokyo Institute of Technology"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"03862208"},{"@type":"EISSN","@value":"13492896"},{"@type":"NDL_BIB_ID","@value":"000000129703"},{"@type":"ISSN","@value":"03862208"},{"@type":"LISSN","@value":"03862208"},{"@type":"NCID","@value":"AA00785485"}],"prism:publicationName":[{"@language":"en","@value":"Proceedings of the Japan Academy, Series B"},{"@language":"ja","@value":"Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ"},{"@language":"en","@value":"Proc. Jpn. Acad., Ser. B"},{"@language":"en","@value":"Proceedings of the Japan Academy. Ser. B: Physical and Biological Sciences"},{"@language":"ja","@value":"Ｐｒｏｃｅｅｄｉｎｇｓ　ｏｆ　ｔｈｅ　Ｊａｐａｎ　Ａｃａｄｅｍｙ．　Ｓｅｒ．　Ｂ：　Ｐｈｙｓｉｃａｌ　ａｎｄ　Ｂｉｏｌｏｇｉｃａｌ　Ｓｃｉｅｎｃｅｓ"}],"dc:publisher":[{"@language":"en","@value":"The Japan Academy"},{"@language":"ja","@value":"日本学士院"}],"prism:publicationDate":"2004","prism:volume":"80","prism:number":"8","prism:startingPage":"349","prism:endingPage":"358"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/7187457"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I7187457"},{"@id":"http://www.jstage.jst.go.jp/article/pjab/80/8/80_8_349/_pdf"}],"availableAt":"2004","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Carroll%20rearrangement","dc:title":"Carroll rearrangement"},{"@id":"https://cir.nii.ac.jp/all?q=palladium%20enolates","dc:title":"palladium enolates"},{"@id":"https://cir.nii.ac.jp/all?q=palladium-catalyzed%20aldol%20condensation","dc:title":"palladium-catalyzed aldol condensation"},{"@id":"https://cir.nii.ac.jp/all?q=palladium-catalyzed%20Michael%20addition","dc:title":"palladium-catalyzed Michael addition"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360002219107896064","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A General Synthetic Method for α-Methylene Compounds by the Palladium-Catalyzed Decarboxylation-Deacetoxylation of Allyl α-Acetoxymethylcarboxylates Substituted by an Electron-Withdrawing Group at α-position"}]},{"@id":"https://cir.nii.ac.jp/crid/1360011144392365824","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Total synthesis of glycinoeclepin A"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292620639335040","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A new preparative method for α,β-unsaturated nitriles by the palladium-catalysed decarboxylation–dehydrogenation of allyl α-cyanocarboxylates"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292621165783296","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Palladium catalyzed transfer of allylic groups"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565169061524736","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Facile Synthesis of Trifluoromethyl Ketones by Palladium-Catalyzed Carroll Type Reaction"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565169061549312","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Facile Synthesis of α-Keto Acids and Esters by Palladium-Catalyzed Decarboxylation Reactions of Diallyl α-Oxalcarboxylates"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565169063109504","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A Heavy-Atom Effect on the <i>cis</i>-<i>trans</i> Photoisomerization of Bisforlmyl-Substituted <i>trans,trans,trans</i>-1,6-Diphenyl-1,3,5-hexatriene"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574093643436544","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Facile transformation of substituted allyl malonates to monocarboxylic acids and esters by the reaction with ammonium formate catalyzed by palladium complexes"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574095689209472","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A new one-pot method for α,α-diallylation of ketones based on the palladium-catalyzed reaction of allylic carbonates and allyl β-keto carboxylates under neutral conditions"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855570287936640","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"New Methods for the Syntheses of α,β-Unsaturated Ketones, Aldehydes, and Nitriles by the Palladium-Catalyzed Reactions of Allyl β-Oxo Esters, Allyl 1-Alkenyl Carbonates, and Allyl α-Cyano Esters"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137044633607040","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Novel Synthetic Method for 2-Methyl-2-cyclopentenone from Diallyl Adipate by Two-Pot Reactions"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137045566553728","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Palladium-catalyzed decarboxylation-allylation of allylic esters of .alpha.-substituted .beta.-keto carboxylic, malonic, cyanoacetic, and nitroacetic acids"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137045875798656","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Palladium-catalyzed rearrangement of allylic esters of acetoacetic acid to give γ,δ-unsaturated methyl ketones"}]},{"@id":"https://cir.nii.ac.jp/crid/1361418519368042624","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Organic syntheses by means of noble metal compounds. 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