{"@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/1390282681050057728.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.24496/tennenyuki.29.0_25"}},{"identifier":{"@type":"NAID","@value":"110006678616"}}],"dc:title":[{"@language":"ja","@value":"4 3-Sulfoleneを利用する共役ジエン類の新しい立体選択的合成法 : その天然有機化合物合成への応用(口頭発表の部)"},{"@language":"en","@value":"4 New stereoselective method for synthesizing conjugated dienes using 3-sulfolene as a masked diene synthon : Application to the syntheses of organic natural products"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"Reaction of 3-sulfolenes with various electrophiles in combination with stereoselective desulfonylation provided a new method for synthesizing (E)-, (E,Z)-, and (E,E)-conjugated dienes with exceedingly high stereoselectivity. 3-Sulfolenes (1) react with primary alkyl iodides, aldehydes, ketones, and α,β-unsaturated ketones to give the corresponding α-substituted 3-sulfolenes. The substituents on the 3-sulfolene ring exhibit remarkable effect on the regioselectivity of the reaction with electrophiles. Electron donating groups on the double bond effect selective substitution at the 2-position, while electron withdrawing groups cause substitution at the 5-position. When one of the α-position of the sulfolene is occupied by an alkyl group, electrophiles are exclusively introduced to the other α-position. A new method is developed for desulfonylating trans-2,5-substituted 3-sulfolenes (4) exclusively to (E,E)-conjugated dienes (10). The method is applied to the highly stereoselective syntheses of three insect pheromones having conjugated diene structure and monoterpene (E)-tagetone (17). Convenient methods for synthesizing hydrindane derivatives are developed by utilizing the diene synthesis in combination with intramolecular Diels-Alder reaction. The method is applied to the completely stereoselective synthesis of coronafacic acid (22), and asymmetric synthesis of the CD-ring and C(20)-C(22) part of vitamin D (26)."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1410282681050057728","@type":"Researcher","foaf:name":[{"@language":"ja","@value":"山田 幸子"},{"@language":"en","@value":"Yamada S."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681050057730","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006703542"}],"foaf:name":[{"@language":"ja","@value":"石渡 章浩"},{"@language":"en","@value":"Ishiwata A."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681050057732","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006703543"}],"foaf:name":[{"@language":"ja","@value":"福嶋 健治"},{"@language":"en","@value":"Fukushima K."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681050057729","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000006703544"}],"foaf:name":[{"@language":"ja","@value":"鈴木 啓正"},{"@language":"en","@value":"Suzuki H."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1030848083926078082","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"60119609"},{"@type":"NRID","@value":"1000060119609"},{"@type":"NRID","@value":"9000316619298"},{"@type":"NRID","@value":"9000006703545"}],"foaf:name":[{"@language":"ja","@value":"野本 貴史"},{"@language":"en","@value":"Nomoto T."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1030003658407191043","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"00012609"},{"@type":"NRID","@value":"1000000012609"},{"@type":"NRID","@value":"9000254217246"},{"@type":"NRID","@value":"9000020202032"},{"@type":"NRID","@value":"9000254219857"},{"@type":"NRID","@value":"9000005229760"},{"@type":"NRID","@value":"9000254217894"},{"@type":"NRID","@value":"9000359910197"},{"@type":"NRID","@value":"9000254686234"},{"@type":"NRID","@value":"9000005160955"},{"@type":"NRID","@value":"9000005170291"},{"@type":"NRID","@value":"9000254236149"},{"@type":"NRID","@value":"9000254208757"},{"@type":"NRID","@value":"9000254236241"},{"@type":"NRID","@value":"9000254713933"},{"@type":"NRID","@value":"9000254705887"},{"@type":"NRID","@value":"9000254717001"},{"@type":"NRID","@value":"9000020887210"},{"@type":"NRID","@value":"9000022196312"},{"@type":"NRID","@value":"9000254705022"},{"@type":"NRID","@value":"9000254710379"},{"@type":"NRID","@value":"9000392658009"},{"@type":"NRID","@value":"9000254712176"},{"@type":"NRID","@value":"9000254672248"},{"@type":"NRID","@value":"9000392658913"},{"@type":"NRID","@value":"9000392655372"},{"@type":"NRID","@value":"9000254216795"},{"@type":"NRID","@value":"9000020323194"},{"@type":"NRID","@value":"9000254694660"},{"@type":"NRID","@value":"9000254216790"},{"@type":"NRID","@value":"9000005207284"},{"@type":"NRID","@value":"9000005154562"},{"@type":"NRID","@value":"9000254216752"},{"@type":"NRID","@value":"9000254715553"},{"@type":"NRID","@value":"9000252877923"}],"foaf:name":[{"@language":"ja","@value":"高山 浩明"},{"@language":"en","@value":"Takayama H."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]},{"@id":"https://cir.nii.ac.jp/crid/1030003658407191041","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"10119589"},{"@type":"NRID","@value":"1000010119589"},{"@type":"NRID","@value":"9000005181576"},{"@type":"NRID","@value":"9000254694657"}],"foaf:name":[{"@language":"ja","@value":"鈴木 高義"},{"@language":"en","@value":"Suzuki T."}],"jpcoar:affiliationName":[{"@language":"en","@value":"Faculty of Pharmaceutical Sciences, Teikyo University"},{"@language":"ja","@value":"帝京大・薬"}]}],"publication":{"publicationIdentifier":[{"@type":"EISSN","@value":"24331856"}],"prism:publicationName":[{"@language":"ja","@value":"天然有機化合物討論会講演要旨集"},{"@language":"en","@value":"Symposium on the Chemistry of Natural Products, symposium papers"}],"dc:publisher":[{"@language":"en","@value":"Symposium on the Chemistry of Natural Products Steering Committee"},{"@language":"ja","@value":"天然有機化合物討論会実行委員会"}],"prism:publicationDate":"1987","prism:volume":"29","prism:number":"0","prism:startingPage":"25","prism:endingPage":"32"},"availableAt":"1987","dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:2003090444"},{"@type":"CIA","@value":"110006678616"}]}