WEKO3
インデックスリンク
アイテム
{"_buckets": {"deposit": "bf8b3dbe-9fc6-4980-89a6-657dccaf4c75"}, "_deposit": {"created_by": 3, "id": "14801", "owners": [3], "pid": {"revision_id": 0, "type": "depid", "value": "14801"}, "status": "published"}, "_oai": {"id": "oai:kanazawa-u.repo.nii.ac.jp:00014801", "sets": ["1135"]}, "author_link": ["26494", "26369", "26498", "26496", "26495", "26497"], "item_4_biblio_info_8": {"attribute_name": "書誌情報", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "1986-01-01", "bibliographicIssueDateType": "Issued"}, "bibliographicIssueNumber": "2", "bibliographicPageEnd": "507", "bibliographicPageStart": "496", "bibliographicVolumeNumber": "34", "bibliographic_titles": [{"bibliographic_title": "Chemical \u0026 pharmaceutical bulletin"}]}]}, "item_4_description_21": {"attribute_name": "抄録", "attribute_value_mlt": [{"subitem_description": "A quantitative analytical study to determine the isomer ratios of the 6-piperidones (type 7) and 2-piperidones (type 5) produced by the mercuric acetate-edetic acid (EDTA) oxidation of 1-(2-aryl-2-hydroxyethyl)-3-alkylpiperidines (±)-4c, d, f, h, 4e, g, i, j, and (±)-38 was carried out. It has been found that all the substrates with a benzyloxy group in the aryl moiety, regardless of its location, undergo oxidation at the 6-position preferentially as compared with the debenzyloxy derivatives such as (±)-4a, b. Comparison of the quantitative data from 4e and (±)-4f with those from (±)-4b indicated that the cis acetate chain at the 4-position increases the extent of the 6-oxidation, whereas a trans acetate chain at the same position has little effect. These two factors enhance the practical value of the \"cincholoipon-incorporating method\" for chiral syntheses of the 1-type Alangium alkaloids, in which the mercuric acetate-EDTA oxidation of 4e, g, i, j to the 6-piperidones (type 3)is one of the key synthetic operations.", "subitem_description_type": "Abstract"}]}, "item_4_publisher_17": {"attribute_name": "出版者", "attribute_value_mlt": [{"subitem_publisher": "日本薬学会"}]}, "item_4_relation_12": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type": "isIdenticalTo", "subitem_relation_type_id": {"subitem_relation_type_id_text": "10.1248/cpb.34.496", "subitem_relation_type_select": "DOI"}}]}, "item_4_source_id_11": {"attribute_name": "NCID", "attribute_value_mlt": [{"subitem_source_identifier": "AA00602100", "subitem_source_identifier_type": "NCID"}]}, "item_4_source_id_9": {"attribute_name": "ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "0009-2363", "subitem_source_identifier_type": "ISSN"}]}, "item_4_version_type_25": {"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": "Fujii, Tozo"}], "nameIdentifiers": [{"nameIdentifier": "26494", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Ohba, Masashi"}], "nameIdentifiers": [{"nameIdentifier": "26369", "nameIdentifierScheme": "WEKO"}, {"nameIdentifier": "60115219", "nameIdentifierScheme": "e-Rad", "nameIdentifierURI": "https://kaken.nii.ac.jp/ja/search/?qm=60115219"}, {"nameIdentifier": "60115219", "nameIdentifierScheme": "研究者番号", "nameIdentifierURI": "https://nrid.nii.ac.jp/nrid/1000060115219"}]}, {"creatorNames": [{"creatorName": "Tsuchida, Michiko"}], "nameIdentifiers": [{"nameIdentifier": "26495", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Saito, Kiyoe"}], "nameIdentifiers": [{"nameIdentifier": "26496", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Hirano, Yuko"}], "nameIdentifiers": [{"nameIdentifier": "26497", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Sakaguchi, Jun"}], "nameIdentifiers": [{"nameIdentifier": "26498", "nameIdentifierScheme": "WEKO"}]}]}, "item_files": {"attribute_name": "ファイル情報", "attribute_type": "file", "attribute_value_mlt": [{"accessrole": "open_date", "date": [{"dateType": "Available", "dateValue": "2017-10-03"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "PH-PR-OHBA-M-496.pdf", "filesize": [{"value": "2.4 MB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 2400000.0, "url": {"label": "PH-PR-OHBA-M-496.pdf", "url": "https://kanazawa-u.repo.nii.ac.jp/record/14801/files/PH-PR-OHBA-M-496.pdf"}, "version_id": "e68ffee2-532c-4723-9561-116e834c0d2d"}]}, "item_keyword": {"attribute_name": "キーワード", "attribute_value_mlt": [{"subitem_subject": "1, 3-disubstituted piperidine", "subitem_subject_scheme": "Other"}, {"subitem_subject": "mercuric acetate-EDTA oxidation", "subitem_subject_scheme": "Other"}, {"subitem_subject": "piperidone regioselective formation", "subitem_subject_scheme": "Other"}, {"subitem_subject": "pyridine base quaternization", "subitem_subject_scheme": "Other"}, {"subitem_subject": "sodium borohydride phenacyl group reduction", "subitem_subject_scheme": "Other"}, {"subitem_subject": "benzylic alcohol catalytic hydrogenolysis", "subitem_subject_scheme": "Other"}, {"subitem_subject": "piperidoine trans-cis isomerization", "subitem_subject_scheme": "Other"}, {"subitem_subject": "piperidone isomer spectroscopic differentiation", "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": "Lactams. XXVI. Regioselectivity in the mercuric acetate- edetic acid oxidation of the ethyl 1-(2-aryl-2-hydroxyethyl)-3- ethyl-4-piperidineacetate system: Enhancement by a benzyloxy group in the aryl moiety and by the 3,4-cis configuration", "item_titles": {"attribute_name": "タイトル", "attribute_value_mlt": [{"subitem_title": "Lactams. XXVI. Regioselectivity in the mercuric acetate- edetic acid oxidation of the ethyl 1-(2-aryl-2-hydroxyethyl)-3- ethyl-4-piperidineacetate system: Enhancement by a benzyloxy group in the aryl moiety and by the 3,4-cis configuration"}]}, "item_type_id": "4", "owner": "3", "path": ["1135"], "permalink_uri": "http://hdl.handle.net/2297/7621", "pubdate": {"attribute_name": "公開日", "attribute_value": "2017-10-03"}, "publish_date": "2017-10-03", "publish_status": "0", "recid": "14801", "relation": {}, "relation_version_is_last": true, "title": ["Lactams. XXVI. Regioselectivity in the mercuric acetate- edetic acid oxidation of the ethyl 1-(2-aryl-2-hydroxyethyl)-3- ethyl-4-piperidineacetate system: Enhancement by a benzyloxy group in the aryl moiety and by the 3,4-cis configuration"], "weko_shared_id": 3}
Lactams. XXVI. Regioselectivity in the mercuric acetate- edetic acid oxidation of the ethyl 1-(2-aryl-2-hydroxyethyl)-3- ethyl-4-piperidineacetate system: Enhancement by a benzyloxy group in the aryl moiety and by the 3,4-cis configuration
http://hdl.handle.net/2297/7621
http://hdl.handle.net/2297/7621b72172cd-eb72-4151-ba1f-eccdab6c2e14
名前 / ファイル | ライセンス | アクション |
---|---|---|
PH-PR-OHBA-M-496.pdf (2.4 MB)
|
|
Item type | 学術雑誌論文 / Journal Article(1) | |||||
---|---|---|---|---|---|---|
公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | Lactams. XXVI. Regioselectivity in the mercuric acetate- edetic acid oxidation of the ethyl 1-(2-aryl-2-hydroxyethyl)-3- ethyl-4-piperidineacetate system: Enhancement by a benzyloxy group in the aryl moiety and by the 3,4-cis configuration | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Fujii, Tozo
× Fujii, Tozo× Ohba, Masashi× Tsuchida, Michiko× Saito, Kiyoe× Hirano, Yuko× Sakaguchi, Jun |
|||||
書誌情報 |
Chemical & pharmaceutical bulletin 巻 34, 号 2, p. 496-507, 発行日 1986-01-01 |
|||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0009-2363 | |||||
NCID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00602100 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1248/cpb.34.496 | |||||
出版者 | ||||||
出版者 | 日本薬学会 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | A quantitative analytical study to determine the isomer ratios of the 6-piperidones (type 7) and 2-piperidones (type 5) produced by the mercuric acetate-edetic acid (EDTA) oxidation of 1-(2-aryl-2-hydroxyethyl)-3-alkylpiperidines (±)-4c, d, f, h, 4e, g, i, j, and (±)-38 was carried out. It has been found that all the substrates with a benzyloxy group in the aryl moiety, regardless of its location, undergo oxidation at the 6-position preferentially as compared with the debenzyloxy derivatives such as (±)-4a, b. Comparison of the quantitative data from 4e and (±)-4f with those from (±)-4b indicated that the cis acetate chain at the 4-position increases the extent of the 6-oxidation, whereas a trans acetate chain at the same position has little effect. These two factors enhance the practical value of the "cincholoipon-incorporating method" for chiral syntheses of the 1-type Alangium alkaloids, in which the mercuric acetate-EDTA oxidation of 4e, g, i, j to the 6-piperidones (type 3)is one of the key synthetic operations. | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |