{"created":"2023-05-15T16:44:38.107122+00:00","id":20363,"links":{},"metadata":{"_buckets":{"deposit":"cc30f101-08d4-43a7-8e0d-795914a1a371"},"_deposit":{"created_by":2,"id":"20363","owners":[2],"pid":{"revision_id":0,"type":"depid","value":"20363"},"status":"published"},"_oai":{"id":"oai:nagasaki-u.repo.nii.ac.jp:00020363","sets":["73:74"]},"author_link":["86187","86186","86190","86188","86191","86189"],"item_2_alternative_title_19":{"attribute_name":"その他のタイトル","attribute_value_mlt":[{"subitem_alternative_title":"Selective molecular transformation of 1,2-diols based on molecular recognition"}]},"item_2_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2007-03","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"3","bibliographicPageEnd":"225","bibliographicPageStart":"216","bibliographicVolumeNumber":"65","bibliographic_titles":[{"bibliographic_title":"有機合成化学協会誌"},{"bibliographic_title":"Journal of synthetic organic chemistry, Japan","bibliographic_titleLang":"en"}]}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"On the bases of the concept that a coordination of 1,2-diols 1 with an appropriate metal ion(M^n+) might form an activated five-membered intermediate in which the OH group is much activated than those of non-activated 1, we examined a monobenzoylation of 1 by benzoyl chloride using tin and copper ions as M^n+. As the results, the monobenzoylation of 1 was achieved with high selectivity even in the presence of monools. The monobenzoylation reactions were then applied to kinetic resolution of dl-1 and asymmetric desymmetrization of meso-1 using a chiral organotin or BOX(bisoxazoline)-CuCl_2 as a catalyst. In particular, the asymmetric outcome using (R, R)-Ph-BOX-CuCl_2 catalyst was promising and attractive. That is, the kinetic resolution of dl-1(with up to >99.9% ee for monobenzoylation of hydrobenzoin), its application to a synthesis of D-inositol-1-phosphate (100% ee), the asymmetric desymmetrization of meso-1(with up to 94% ee for monobenzoylation of meso-1,2-hydrobenzoin and 93% ee for monocarbamoylation of meso-l,2-cyclooctanediol), and the asymmetric desymmetrization of meso-1,3-diols(with up to 55% ee for the monobenzoylation of ethyl 2-ethyl-2-hydroxymethyl-3-hydroxypropanoate) were achieved. Also, the method was applied to electrochemical oxidation of 1 and its asymmetric version(38% ee for the asymmetric desymmetrization of meso-hydrobenzoin and 72% ee for the kinetic resolution of dl-hydrobenzoin).","subitem_description_type":"Abstract"}]},"item_2_description_63":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"有機合成化学協会誌 65(3) pp.216-225, 2007","subitem_description_type":"Other"}]},"item_2_full_name_3":{"attribute_name":"著者別名","attribute_value_mlt":[{"nameIdentifiers":[{"nameIdentifier":"86189","nameIdentifierScheme":"WEKO"}],"names":[{"name":"Matsumura, Yoshihiro"}]},{"nameIdentifiers":[{"nameIdentifier":"86190","nameIdentifierScheme":"WEKO"}],"names":[{"name":"Onomura, Osamu"}]},{"nameIdentifiers":[{"nameIdentifier":"86191","nameIdentifierScheme":"WEKO"}],"names":[{"name":"Demizu, Yosuke"}]}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"有機合成化学協会"}]},"item_2_source_id_10":{"attribute_name":"書誌レコードID","attribute_value_mlt":[{"subitem_source_identifier":"AN0024521X","subitem_source_identifier_type":"NCID"}]},"item_2_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"00379980","subitem_source_identifier_type":"ISSN"}]},"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":"松村, 功啓"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"尾野村, 治"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"出水, 庸介"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2020-12-23"}],"displaytype":"detail","filename":"JSOCJ_65_216.pdf","filesize":[{"value":"956.6 kB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"JSOCJ_65_216.pdf","url":"https://nagasaki-u.repo.nii.ac.jp/record/20363/files/JSOCJ_65_216.pdf"},"version_id":"19b3a0bf-ca63-4350-9101-43726401c8d1"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"molecular recognition","subitem_subject_scheme":"Other"},{"subitem_subject":"1,2-diols","subitem_subject_scheme":"Other"},{"subitem_subject":"kinetic resolution","subitem_subject_scheme":"Other"},{"subitem_subject":"asymmetric desymmetrization","subitem_subject_scheme":"Other"},{"subitem_subject":"benzoylation","subitem_subject_scheme":"Other"},{"subitem_subject":"oxidation","subitem_subject_scheme":"Other"},{"subitem_subject":"electrochemical oxidation","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"jpn"}]},"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":"1,2-ジオール分子認識に基づく選択的分子変換反応","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"1,2-ジオール分子認識に基づく選択的分子変換反応"}]},"item_type_id":"2","owner":"2","path":["74"],"pubdate":{"attribute_name":"公開日","attribute_value":"2008-04-07"},"publish_date":"2008-04-07","publish_status":"0","recid":"20363","relation_version_is_last":true,"title":["1,2-ジオール分子認識に基づく選択的分子変換反応"],"weko_creator_id":"2","weko_shared_id":-1},"updated":"2023-05-16T02:39:07.457647+00:00"}