{"created":"2023-06-19T07:26:01.213627+00:00","id":14237,"links":{},"metadata":{"_buckets":{"deposit":"d1d2af25-5772-4f33-bd35-b431eb302e44"},"_deposit":{"created_by":54,"id":"14237","owners":[54],"pid":{"revision_id":0,"type":"depid","value":"14237"},"status":"published"},"_oai":{"id":"oai:gifu-pu.repo.nii.ac.jp:00014237","sets":["212:258:318"]},"author_link":["32715","32716","32718","32717","32719"],"item_3_biblio_info_3":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2020-08-21","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"21","bibliographicPageEnd":"5637","bibliographicPageStart":"5632","bibliographicVolumeNumber":"13","bibliographic_titles":[{},{"bibliographic_title":"ChemSusChem","bibliographic_titleLang":"en"}]}]},"item_3_text_4":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_text_value":"10.1002/cssc.202001739"}]},"item_3_textarea_2":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_textarea_value":"The N−O bond cleavage of 2‐oxa‐3‐azabicyclo substrates, which are readily prepared by the hetero Diels‐Alder reaction between nitroso dienophiles and cyclic 1,3‐dienes, was effectively catalyzed by heterogeneous copper‐on‐carbon (Cu/C) under aqueous conditions to give the corresponding cyclic cis‐1,4‐amino alcohol derivatives. The present method was applied to the direct incorporation of the hydroxy and amino groups derived from a nitroso substrate into cyclic 1,3‐dienes with cis‐selectivity by the combination of the in situ formation of 2‐oxa‐3‐azabicyclo compounds and following Cu/C‐catalyzed N−O bond cleavage. The obtained cis‐4‐aminocyclohexenols, derived from cyclohexadiene as a cyclic 1,3‐diene, could be selectively oxidized by using the ruthenium‐on‐carbon (Ru/C) catalyst under oxygen atmosphere to the corresponding 4‐aminocyclohexenones at 50–65 °C or para‐iminoquinones at 100–110 °C as useful reactive synthetic precursors."}]},"item_access_right":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"metadata only access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_14cb"}]},"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":"Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols","subitem_title_language":"en"}]},"item_type_id":"3","owner":"54","path":["318"],"pubdate":{"attribute_name":"公開日","attribute_value":"2021-03-03"},"publish_date":"2021-03-03","publish_status":"0","recid":"14237","relation_version_is_last":true,"title":["Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols"],"weko_creator_id":"54","weko_shared_id":-1},"updated":"2023-06-19T07:44:52.691881+00:00"}