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A slow addition of the 2-silyloxypyrrole in the presence of 1,1,1,3,3,3-hexafluoro-2-propanol (5 equiv.) at -25 degrees C were needed to obtain good yield (77 - 80%). The asymmetric version of the reaction could be performed with good enantioselectivity (up to 82% ee) by using the chiral Sc(III) catalyst (10 mol%), which was prepared from 2,6-bis[(4S)-4-isopropyl-2-oxazolin-2-yl]pyridine and Sc(OTf)(3), in reasonable yield (60 - 70%).", "subitem_description_type": "Abstract"}]}, "item_6_description_30": {"attribute_name": "\u8cc7\u6e90\u30bf\u30a4\u30d7\uff08\u30b3\u30f3\u30c6\u30f3\u30c4\u306e\u7a2e\u985e\uff09", "attribute_value_mlt": [{"subitem_description": "Article", "subitem_description_type": "Other"}]}, "item_6_description_31": {"attribute_name": "\u30d5\u30a9\u30fc\u30de\u30c3\u30c8\uff1amime\u30bf\u30a4\u30d7", "attribute_value_mlt": [{"subitem_description": "application/pdf", "subitem_description_type": "Other"}]}, "item_6_description_5": {"attribute_name": "\u5f15\u7528", "attribute_value_mlt": [{"subitem_description": "Heterocycles. 71(2): 361-371 (2007)", "subitem_description_type": "Other"}]}, "item_6_link_3": {"attribute_name": "\u4fe1\u5dde\u5927\u5b66\u7814\u7a76\u8005\u7dcf\u89a7\u3078\u306e\u30ea\u30f3\u30af", "attribute_value_mlt": [{"subitem_link_text": "Suga, H", "subitem_link_url": "http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html"}]}, "item_6_link_67": {"attribute_name": "WoS", "attribute_value_mlt": [{"subitem_link_text": "Web of Science", "subitem_link_url": "http://gateway.isiknowledge.com/gateway/Gateway.cgi?\u0026GWVersion=2\u0026SrcAuth=ShinshuUniv\u0026SrcApp=ShinshuUniv\u0026DestLinkType=FullRecord\u0026DestApp=WOS\u0026KeyUT=000244797600010"}]}, "item_6_publisher_4": {"attribute_name": "\u51fa\u7248\u8005", "attribute_value_mlt": [{"subitem_publisher": "The Japan Institute of Heterocyclic Chemistry"}]}, "item_6_relation_46": {"attribute_name": "\u4ed6\u306e\u8cc7\u6e90\u3068\u306e\u95a2\u4fc2\uff1aURI", "attribute_value_mlt": [{"subitem_relation_name": [{"subitem_relation_name_text": "http://www.heterocycles.jp/"}], "subitem_relation_type_id": {"subitem_relation_type_id_text": "http://www.heterocycles.jp/", "subitem_relation_type_select": "URI"}}]}, "item_6_relation_48": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_name": [{"subitem_relation_name_text": "10.3987/COM-06-10966"}], "subitem_relation_type_id": {"subitem_relation_type_id_text": "http://dx.doi.org/10.3987/COM-06-10966", "subitem_relation_type_select": "DOI"}}]}, "item_6_rights_62": {"attribute_name": "\u6a29\u5229", "attribute_value_mlt": [{"subitem_rights": "Copyright\u00a9 2007 The Japan Institute of Heterocyclic Chemistry"}]}, "item_6_select_64": {"attribute_name": "\u8457\u8005\u7248\u30d5\u30e9\u30b0", "attribute_value_mlt": [{"subitem_select_item": "publisher"}]}, "item_6_source_id_35": {"attribute_name": "ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "0385-5414", "subitem_source_identifier_type": "ISSN"}]}, "item_6_source_id_39": {"attribute_name": "NII ISSN", "attribute_value_mlt": [{"subitem_source_identifier": "0385-5414", "subitem_source_identifier_type": "ISSN"}]}, "item_6_source_id_40": {"attribute_name": "\u66f8\u8a8c\u30ec\u30b3\u30fc\u30c9ID", "attribute_value_mlt": [{"subitem_source_identifier": "AA00663739", "subitem_source_identifier_type": "NCID"}]}, "item_6_text_70": {"attribute_name": "wosonly keywords", "attribute_value_mlt": [{"subitem_text_value": "C(2)-SYMMETRIC COPPER(II) COMPLEXES; INFLUENZA NEURAMINIDASE INHIBITOR; ENANTIOSELECTIVE ALDOL ADDITIONS; VARIABLE STRATEGY; DIASTEREOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESIS; VINYLOGOUS MANNICH; RELATIVES; CARBASUGARS; ALDEHYDES"}]}, "item_6_textarea_68": {"attribute_name": "wosonly abstract", "attribute_value_mlt": [{"subitem_textarea_value": "Among several Lewis acids examined, Sc(OTf)(3) (10 mol%) was found to be the most effective catalyst to promote a Michael addition reaction of N-Boc-2-(tert-butyldimethylsilyloxy)pyrrole to 3-acryloyl-2-oxazolidinone. 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The asymmetric version of the reaction could be performed with good enantioselectivity (up to 82% ee) by using the chiral Sc(III) catalyst (10 mol%), which was prepared from 2,6-bis[(4S)-4-isopropyl-2-oxazolin-2-yl]pyridine and Sc(OTf)(3), in reasonable yield (60 - 70%)."}]}, "item_creator": {"attribute_name": "\u8457\u8005", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Suga,  H"}], "nameIdentifiers": [{"nameIdentifier": "39107", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Takemoto,  H"}], "nameIdentifiers": [{"nameIdentifier": "39108", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Kakehi,  A"}], "nameIdentifiers": [{"nameIdentifier": "39109", "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": "2015-09-28"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "HC710203610405.pdf", "filesize": [{"value": "260.1 kB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 260100.00000000003, "url": {"label": "HC710203610405.pdf", "url": "https://soar-ir.repo.nii.ac.jp/record/12723/files/HC710203610405.pdf"}, "version_id": "7f25b2ba-ab8d-4283-bcc7-eccc8bbfe360"}]}, "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": "Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone", "item_titles": {"attribute_name": "\u30bf\u30a4\u30c8\u30eb", "attribute_value_mlt": [{"subitem_title": "Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone"}]}, "item_type_id": "6", "owner": "1", "path": ["1221/1222"], "permalink_uri": "http://hdl.handle.net/10091/142", "pubdate": {"attribute_name": "\u516c\u958b\u65e5", "attribute_value": "2007-04-05"}, "publish_date": "2007-04-05", "publish_status": "0", "recid": "12723", "relation": {}, "relation_version_is_last": true, "title": ["Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone"], "weko_shared_id": null}