{"_buckets": {"deposit": "a99d84f4-a65f-406c-8c4b-ed6fd032acc3"}, "_deposit": {"id": "28694", "owners": [], "pid": {"revision_id": 0, "type": "depid", "value": "28694"}, "status": "published"}, "_oai": {"id": "oai:nagoya.repo.nii.ac.jp:00028694"}, "item_10_biblio_info_6": {"attribute_name": "\u66f8\u8a8c\u60c5\u5831", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "2019-07", "bibliographicIssueDateType": "Issued"}, "bibliographicIssueNumber": "7", "bibliographicPageEnd": "1066", "bibliographicPageStart": "1061", "bibliographicVolumeNumber": "8", "bibliographic_titles": [{"bibliographic_title": "Asian Journal of Organic Chemistry"}]}]}, "item_10_description_4": {"attribute_name": "\u6284\u9332", "attribute_value_mlt": [{"subitem_description": "In the enantioselective inverse\u2010electron\u2010demand hetero\u2010Diels\u2010Alder reaction, simple \u03b1,\u03b2\u2010unsaturated aldehydes (i.\u2009e., acroleins) are still challenging substrates, unlike \u03b1,\u03b2\u2010unsaturated carbonyl compounds containing electron\u2010withdrawing groups. In the present study, the reaction of \u03b1\u2010aryl\u2010\u03b2\u2010alkyl\u2010substituted acroleins with ethyl vinyl sulfide was developed with the use of bulky chiral supramolecular Br\u00f8nsted acid catalysts, such as tris(pentafluorophenyl)borane\u2010assisted chiral phosphoric acid catalysts. As a result, cis\u2010cycloadducts as optically active 3,4\u2010dihydro\u20102H\u2010pyrans were exclusively obtained in high yields with high enantioselectivities via the favored endo orbital approach. An obtained optically active cis\u2010isomer could be transformed into the corresponding trans\u2010isomer without a loss of enantiopurity by O,S\u2010acetal epimerization. Moreover, transformations to synthetically useful optically active epoxide and \u03b4\u2010valerolactone are also demonstrated.", "subitem_description_type": "Abstract"}]}, "item_10_description_5": {"attribute_name": "\u5185\u5bb9\u8a18\u8ff0", "attribute_value_mlt": [{"subitem_description": "\u30d5\u30a1\u30a4\u30eb\u516c\u958b\uff1a2020/07/01", "subitem_description_type": "Other"}]}, "item_10_publisher_32": {"attribute_name": "\u51fa\u7248\u8005", "attribute_value_mlt": [{"subitem_publisher": "Wiley"}]}, "item_10_relation_11": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type_id": {"subitem_relation_type_id_text": "https://doi.org/10.1002/ajoc.201900104", "subitem_relation_type_select": "DOI"}}]}, "item_10_rights_12": {"attribute_name": "\u6a29\u5229", "attribute_value_mlt": [{"subitem_rights": "\"This is the peer reviewed version of the following article: [M. Hatano, T. Sakamoto, T. Mochizuki, K. Ishihara, Asian J. Org. Chem. 2019, 8, 1061.], which has been published in final form at [https://doi.org/10.1002/ajoc.201900104]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.\""}]}, "item_10_select_15": {"attribute_name": "\u8457\u8005\u7248\u30d5\u30e9\u30b0", "attribute_value_mlt": [{"subitem_select_item": "author"}]}, "item_10_source_id_61": {"attribute_name": "ISSN\uff08print\uff09", "attribute_value_mlt": [{"subitem_source_identifier": "2193-5807", "subitem_source_identifier_type": "ISSN"}]}, "item_creator": {"attribute_name": "\u8457\u8005", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Hatano, Manabu"}], "nameIdentifiers": [{"nameIdentifier": "94187", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Sakamoto, Tatsuhiro"}], "nameIdentifiers": [{"nameIdentifier": "94188", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Mochizuki, Takuya"}], "nameIdentifiers": [{"nameIdentifier": "94189", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Ishihara, Kazuaki"}], "nameIdentifiers": [{"nameIdentifier": "94190", "nameIdentifierScheme": "WEKO"}]}]}, "item_files": {"attribute_name": "\u30d5\u30a1\u30a4\u30eb\u60c5\u5831", "attribute_type": "file", "attribute_value_mlt": [{"accessrole": "open_date", "date": [{"dateType": "Available", "dateValue": "2020-07-01"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "Manuscript.pdf", "filesize": [{"value": "1.3 MB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 1300000.0, "url": {"label": "Manuscript", "url": "https://nagoya.repo.nii.ac.jp/record/28694/files/Manuscript.pdf"}, "version_id": "117efd5a-9919-4a5b-a400-c78ce3c15f4c"}]}, "item_keyword": {"attribute_name": "\u30ad\u30fc\u30ef\u30fc\u30c9", "attribute_value_mlt": [{"subitem_subject": "[4+2] cycloaddition", "subitem_subject_scheme": "Other"}, {"subitem_subject": "boron Lewis acid", "subitem_subject_scheme": "Other"}, {"subitem_subject": "chiral Br\u00f8nsted acid catalyst", "subitem_subject_scheme": "Other"}, {"subitem_subject": "inverse-electron-demand hetero-Diels-Alder reaction", "subitem_subject_scheme": "Other"}, {"subitem_subject": "phosphoric acid", "subitem_subject_scheme": "Other"}]}, "item_language": {"attribute_name": "\u8a00\u8a9e", "attribute_value_mlt": [{"subitem_language": "eng"}]}, "item_resource_type": {"attribute_name": "\u8cc7\u6e90\u30bf\u30a4\u30d7", "attribute_value_mlt": [{"resourcetype": "journal article", "resourceuri": "http://purl.org/coar/resource_type/c_6501"}]}, "item_title": "Tris(pentafluorophenyl)borane\u2010Assisted Chiral Phosphoric Acid Catalysts for Enantioselective Inverse\u2010Electron\u2010Demand Hetero\u2010Diels\u2010Alder Reaction of \u03b1,\u03b2\u2010Substituted Acroleins", "item_titles": {"attribute_name": "\u30bf\u30a4\u30c8\u30eb", "attribute_value_mlt": [{"subitem_title": "Tris(pentafluorophenyl)borane\u2010Assisted Chiral Phosphoric Acid Catalysts for Enantioselective Inverse\u2010Electron\u2010Demand Hetero\u2010Diels\u2010Alder Reaction of \u03b1,\u03b2\u2010Substituted Acroleins"}]}, "item_type_id": "10", "owner": "1", "path": ["320/321/322"], "permalink_uri": "http://hdl.handle.net/2237/00030882", "pubdate": {"attribute_name": "\u516c\u958b\u65e5", "attribute_name_i18n": "\u516c\u958b\u65e5", "attribute_value": "2019-11-14"}, "publish_date": "2019-11-14", "publish_status": "0", "recid": "28694", "relation": {}, "relation_version_is_last": true, "title": ["Tris(pentafluorophenyl)borane\u2010Assisted Chiral Phosphoric Acid Catalysts for Enantioselective Inverse\u2010Electron\u2010Demand Hetero\u2010Diels\u2010Alder Reaction of \u03b1,\u03b2\u2010Substituted Acroleins"], "weko_shared_id": null}