{"created":"2023-05-15T16:49:55.802787+00:00","id":27586,"links":{},"metadata":{"_buckets":{"deposit":"67851e1c-3aea-4e1f-95f6-7f1abaa7f46c"},"_deposit":{"created_by":6,"id":"27586","owners":[6],"pid":{"revision_id":0,"type":"depid","value":"27586"},"status":"published"},"_oai":{"id":"oai:nagasaki-u.repo.nii.ac.jp:00027586","sets":["6:7"]},"author_link":["122681","122682","122684","122683"],"item_2_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2022-09-01","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"9","bibliographicPageEnd":"604","bibliographicPageStart":"599","bibliographicVolumeNumber":"70","bibliographic_titles":[{"bibliographic_title":"Chemical and Pharmaceutical Bulletin"}]}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"1,1′-Bi-2-naphthol (BINOL)-derived chiral bifunctional sulfide and selenide catalysts that possess a hydroxy group are known to be effective catalysts for enantioselective bromolactonizations. When applied to asymmetric iodolactonizations of 4-pentenoic acids, these catalysts yield chiral γ-butyrolactone products that are important compounds in medicinal chemistry. Although chiral bifunctional selenides have shown good catalytic performances in enantioselective iodolactonizations, reactions with BINOL-derived chiral sulfide\ncatalysts unexpectedly gave iodolactonization products in nearly racemic forms. The roles of chalcogenide moieties and hydroxy groups on bifunctional catalysts were investigated, and the importance of both a selenide moiety and a hydroxy group on chiral bifunctional selenide catalysts to achieve enantioselective iodolactonizations was clarified. An optimized chiral bifunctional selenide catalyst was applied to the asymmetric synthesis of chiral γ-butyrolactones and phthalides. Furthermore, the utility of chiral bifunctional selenides was also demonstrated in the catalytic enantioselective desymmetrizing iodolactonization of α,α-diallyl carboxylic acids.","subitem_description_type":"Abstract"}]},"item_2_description_63":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"Chemical & pharmaceutical bulletin, 70(9), pp. 599-604; 2022　","subitem_description_type":"Other"}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"The Pharmaceutical Society of Japan"}]},"item_2_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isIdenticalTo","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1248/cpb.c22-00049","subitem_relation_type_select":"DOI"}}]},"item_2_rights_13":{"attribute_name":"権利","attribute_value_mlt":[{"subitem_rights":"© 2022 The Pharmaceutical Society of Japan."}]},"item_2_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0009-2363","subitem_source_identifier_type":"ISSN"}]},"item_2_text_62":{"attribute_name":"出版者別言語","attribute_value_mlt":[{"subitem_text_value":"公益社団法人 日本薬学会"}]},"item_2_version_type_16":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Nishiyori, Ryuichi"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Okuno, Ken"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Chan, Bun"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Shirakawa, Seiji"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2022-09-13"}],"displaytype":"detail","filename":"CPB70_599.pdf","filesize":[{"value":"905.5 kB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"CPB70_599.pdf","url":"https://nagasaki-u.repo.nii.ac.jp/record/27586/files/CPB70_599.pdf"},"version_id":"e370d803-5133-4d17-a6ea-ef9b415f93b4"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"asymmetric catalysis","subitem_subject_scheme":"Other"},{"subitem_subject":"halogenation","subitem_subject_scheme":"Other"},{"subitem_subject":"lactone","subitem_subject_scheme":"Other"},{"subitem_subject":"organocatalysis","subitem_subject_scheme":"Other"},{"subitem_subject":"selenium","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Chiral Bifunctional Selenide Catalysts for Asymmetric Iodolactonizations","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Chiral Bifunctional Selenide Catalysts for Asymmetric Iodolactonizations"}]},"item_type_id":"2","owner":"6","path":["7"],"pubdate":{"attribute_name":"公開日","attribute_value":"2022-09-13"},"publish_date":"2022-09-13","publish_status":"0","recid":"27586","relation_version_is_last":true,"title":["Chiral Bifunctional Selenide Catalysts for Asymmetric Iodolactonizations"],"weko_creator_id":"6","weko_shared_id":-1},"updated":"2023-05-15T19:37:49.774693+00:00"}