{"created":"2023-07-27T06:59:58.325610+00:00","id":59735,"links":{},"metadata":{"_buckets":{"deposit":"e5b4f31e-cb79-4b17-acd1-011f82614213"},"_deposit":{"created_by":18,"id":"59735","owners":[18],"pid":{"revision_id":0,"type":"depid","value":"59735"},"status":"published"},"_oai":{"id":"oai:kanazawa-u.repo.nii.ac.jp:00059735","sets":["2812:2813:2834"]},"author_link":["27765","27759"],"item_9_biblio_info_8":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2001-10-22","bibliographicIssueDateType":"Issued"},"bibliographicPageStart":"2p.","bibliographicVolumeNumber":"1997 – 1999","bibliographic_titles":[{"bibliographic_title":"平成11(1999)年度 科学研究費補助金 基盤研究(B) 研究成果報告書概要"},{"bibliographic_title":"1999 Fiscal Year Final Research Report Summary","bibliographic_titleLang":"en"}]}]},"item_9_creator_33":{"attribute_name":"著者別表示","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{}],"nameIdentifiers":[{},{}]}]},"item_9_description_21":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"1.光学活性ベンズアルデヒドと種々のシリルケテンチオアセタールとの不斉アルドール反応では、高立体選択的にanti-アルドール体が得られ、ベンズアルデヒドの不斉を効率よく炭素鎖に移しかえることができた。\n2.ある種のチオアセタール体は元のチオエステルから誘導したチタンエノラートと光学活性ベンズアルデヒドとのアルドール反応では、高い立体選択性でanti-アルドール成績体を与えることが判明した。\n3.光学活性ベンズアルデヒドから2回の不斉アルドール反応により、高立体選択的並びに高光学収率で4つの連続した不斉炭素を持つスチリルラクトンの共通合成中間体の合成に成功した。本化合物から5員環ラクトン構造をもつスチリルラクトンのゴニオフフロン、ゴニオブテノライドA、Bの不斉全合成を達成した。\n4.上記5員環ラクトン合成中間体からラクトールを経由する6員環ラクトンへの変換法を開発し、6員環ラクトン構造をもつスチリルラクトンのゴニオジオール、ゴニオトリオール、8-アセチルゴニオトリオール、アルトラクトン及び9-デオキシゴニオピピロンの不斉全合成に成功した。\n5.スチリルラクトンのゴニオフピロンを不斉全合成し、提出されていたゴニオフピロンの立体構造は誤りであり、絶対構造も含めてゴニオフピロンの正しい構造を合成的に確定した。\n6.スチリルラクトンのゴニオヘプトライドAをゴニオフピロンから変換合成し、ゴニオヘプトライドAの構造は提出されている8員環ラクトン構造ではなく、テトラヒドロフラン環をもつ構造であることを合成的に確定した。\n7.光学活性ベンズアルデヒドから2度の不斉アルドール反応及びベンゼン環のカルボン酸への酸化反応を経由して、抗潰瘍性抗生物質AI-77Bのアミノ酸部分を不斉合成し、AI-77Bの類似体を合成した。\n8.光学活性ベンズアルデヒドから導いたニトロンとオレフィンとの1,3-双極子環状付加反応で立体選択的にcis-3,5-ジ置換イソキサゾリジン体を与えた。","subitem_description_type":"Abstract"},{"subitem_description":"1. Chirai aldol reaction of the chiral benzaldehyde with silyl ketene acetals afforded anti-aldol products with highly stereoselectivity. Thus, chirality of the chiral benzaldehyde was effectively transformed to a chiral carbon chain.\n2. Aldol reaction of the chiral benzaldehyde with a titanium enolate derived form a thioester gave stereoselectively an anti-aldol product.\n3. Common synthetic intermediate having four continuous asymmetric carbons was synthesized in highly stereoselective manner and highly optical yield from the chiral benzaldehyde through twice aldol reactions. Total synthesis of styryllactones having a 5-membered lactone, goniofufurone, goniobutenolide A and B was achieved.\n4. Conversion of a 5-membered lactone to a 6-membered lactone through a lactol was developed. According to this method, styryllactones having a 6-membered lactone, goniodiol, goniotriol, 8-acetylgoniotriol, altholactone, and 9-deoxygoniopypyrone were synthesized.\n5. Chiral total synthesis of goniofupyrone was succeeded. This synthesis established the structure of goniofupyrone including absolute stereochemistry and revised the previously proposed structure.\n6. The structure of gonioheptolide A was revised by its synthesis from goniofupyrone. The proposed 8-membered lactone structure was found to be incorrect.\n7. Amino acid part of AI-77B, an antiulcerogenic antibiotic, and AI-77B analogue were synthesized from the chiral benzaldehyde.\n8. 1,3-Dipolar cycloaddition of chiral nitrons, derived form the chiral benzaldehyde, with olefins gave stereoselectively cis-3,5-disubstituted isoxazolidines.","subitem_description_type":"Abstract"}]},"item_9_description_22":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"研究課題/領域番号:09470484, 研究期間(年度):1997 – 1999","subitem_description_type":"Other"},{"subitem_description":"出典：研究課題「光学活性ベンズアルデヒドを活用する抗腫瘍性化合物の不斉合成 」課題番号09470484\n（KAKEN：科学研究費助成事業データベース（国立情報学研究所）） \n（https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-09470484/094704841999kenkyu_seika_hokoku_gaiyo/）を加工して作成","subitem_description_type":"Other"}]},"item_9_description_5":{"attribute_name":"提供者所属","attribute_value_mlt":[{"subitem_description":"金沢大学薬学部","subitem_description_type":"Other"}]},"item_9_identifier_registration":{"attribute_name":"ID登録","attribute_value_mlt":[{"subitem_identifier_reg_text":"10.24517/00065990","subitem_identifier_reg_type":"JaLC"}]},"item_9_relation_28":{"attribute_name":"関連URI","attribute_value_mlt":[{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/search/?qm=80028844"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/search/?qm=80028844","subitem_relation_type_select":"URI"}},{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-09470484/"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-09470484/","subitem_relation_type_select":"URI"}},{"subitem_relation_name":[{"subitem_relation_name_text":"https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-09470484/094704841999kenkyu_seika_hokoku_gaiyo/"}],"subitem_relation_type_id":{"subitem_relation_type_id_text":"https://kaken.nii.ac.jp/ja/report/KAKENHI-PROJECT-09470484/094704841999kenkyu_seika_hokoku_gaiyo/","subitem_relation_type_select":"URI"}}]},"item_9_version_type_25":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_ab4af688f83e57aa","subitem_version_type":"AM"}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2022-05-16"}],"displaytype":"detail","filename":"PH-PR-HANAOKA-M-kaken 2001-2p.pdf","filesize":[{"value":"91.5 kB"}],"format":"application/pdf","licensetype":"license_11","mimetype":"application/pdf","url":{"label":"PH-PR-HANAOKA-M-kaken 2001-2p.pdf","url":"https://kanazawa-u.repo.nii.ac.jp/record/59735/files/PH-PR-HANAOKA-M-kaken 2001-2p.pdf"},"version_id":"5060cd47-a88f-466d-baad-b6243b0ad7d2"}]},"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":"research report","resourceuri":"http://purl.org/coar/resource_type/c_18ws"}]},"item_title":"光学活性ベンズアルデヒドを活用する抗腫瘍性化合物の不斉合成","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"光学活性ベンズアルデヒドを活用する抗腫瘍性化合物の不斉合成"},{"subitem_title":"Development of Antitumor Compounds Using the Chiral Benzaldehyde","subitem_title_language":"en"}]},"item_type_id":"9","owner":"18","path":["2834"],"pubdate":{"attribute_name":"公開日","attribute_value":"2022-05-16"},"publish_date":"2022-05-16","publish_status":"0","recid":"59735","relation_version_is_last":true,"title":["光学活性ベンズアルデヒドを活用する抗腫瘍性化合物の不斉合成"],"weko_creator_id":"18","weko_shared_id":-1},"updated":"2023-07-27T13:06:48.669925+00:00"}