{"_buckets": {"deposit": "0da526e0-8910-4d34-afd4-3789a6eb5aa0"}, "_deposit": {"id": "8448", "owners": [], "pid": {"revision_id": 0, "type": "depid", "value": "8448"}, "status": "published"}, "_oai": {"id": "oai:kitami-it.repo.nii.ac.jp:00008448", "sets": ["1"]}, "item_3_biblio_info_186": {"attribute_name": "\u66f8\u8a8c\u60c5\u5831", "attribute_value_mlt": [{"bibliographicIssueDates": {"bibliographicIssueDate": "2008", "bibliographicIssueDateType": "Issued"}, "bibliographicPageEnd": "3600", "bibliographicPageStart": "3591", "bibliographicVolumeNumber": "22", "bibliographic_titles": [{"bibliographic_title": "Synthesis"}]}]}, "item_3_description_184": {"attribute_name": "\u6284\u9332", "attribute_value_mlt": [{"subitem_description": "Described herein is an operationally simple and mild method for the stereospecific synthesis of internal conjugated (Z)-enynyltrimethylsilanes whose conjugation is extended away from the distal alkynyl carbon atom. This protocol involves two types of cross-coupling reaction, a Suzuki-type reaction and a sila-Sonogashira reaction, and the desired synthesis can be performed in a one-pot manner. Thus, the copper-mediated cross-coupling reaction of dicyclohexyl[(Z)-1-(trimethylsilyl)alk-1-enyl]boranes with (trimethylsilyl)ethynyl bromide is carried out in the presence of aqueous lithium hydroxide at -15 ?C to room temperature, resulting in the stereospecific formation of (Z)-1,3-bis(trimethylsilyl)alk-3-en-1-ynes. Subsequent reaction is allowed to proceed without isolation of the enynes. Thus, palladium/copper-catalyzed cross-coupling reactions with aryl iodides, cycloalk-1-enyl triflates, and (E)- and (Z)-alk-1-enyl iodides can be accomplished in the presence of either 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or tetrabutylammonium fluoride (TBAF) at ambient temperature to provide the corresponding internal conjugated (Z)-enynyltrimethylsilanes possessing one more sp-sp2 carbon bond.", "subitem_description_type": "Abstract"}]}, "item_3_full_name_183": {"attribute_name": "\u8457\u8005\u5225\u540d", "attribute_value_mlt": [{"nameIdentifiers": [{"nameIdentifier": "44871", "nameIdentifierScheme": "WEKO"}, {"nameIdentifier": "1000000113712 ", "nameIdentifierScheme": "NRID", "nameIdentifierURI": "http://rns.nii.ac.jp/d/nr/1000000113712 "}], "names": [{"name": "\u661f, \u96c5\u4e4b"}]}]}, "item_3_publisher_212": {"attribute_name": "\u51fa\u7248\u8005", "attribute_value_mlt": [{"subitem_publisher": "Georg Thieme Verlag"}]}, "item_3_relation_191": {"attribute_name": "DOI", "attribute_value_mlt": [{"subitem_relation_type_id": {"subitem_relation_type_id_text": "http://doi.org/10.1055/s-0028-1083201", "subitem_relation_type_select": "DOI"}}]}, "item_3_rights_192": {"attribute_name": "\u6a29\u5229", "attribute_value_mlt": [{"subitem_rights": "c Georg Thieme Verlag Stuttgart ? New York"}]}, "item_3_select_195": {"attribute_name": "\u8457\u8005\u7248\u30d5\u30e9\u30b0", "attribute_value_mlt": [{"subitem_select_item": "author"}]}, "item_3_subject_196": {"attribute_name": "\u65e5\u672c\u5341\u9032\u5206\u985e\u6cd5", "attribute_value_mlt": [{"subitem_subject": "430", "subitem_subject_scheme": "NDC"}]}, "item_creator": {"attribute_name": "\u8457\u8005", "attribute_type": "creator", "attribute_value_mlt": [{"creatorNames": [{"creatorName": "Hoshi, Masayuki"}], "nameIdentifiers": [{"nameIdentifier": "44488", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Iizawa, Tomohiko"}], "nameIdentifiers": [{"nameIdentifier": "44489", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Okimoto, Mitsuhiro"}], "nameIdentifiers": [{"nameIdentifier": "44490", "nameIdentifierScheme": "WEKO"}]}, {"creatorNames": [{"creatorName": "Shirakawa, Kazuya"}], "nameIdentifiers": [{"nameIdentifier": "44491", "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": "2017-01-12"}], "displaytype": "detail", "download_preview_message": "", "file_order": 0, "filename": "f16208ss.pdf", "filesize": [{"value": "230.2 kB"}], "format": "application/pdf", "future_date_message": "", "is_thumbnail": false, "licensetype": "license_free", "mimetype": "application/pdf", "size": 230200.0, "url": {"label": "f16208ss.pdf", "url": "https://kitami-it.repo.nii.ac.jp/record/8448/files/f16208ss.pdf"}, "version_id": "038ea7ee-f6ec-4c5e-9583-9472e9011772"}]}, "item_keyword": {"attribute_name": "\u30ad\u30fc\u30ef\u30fc\u30c9", "attribute_value_mlt": [{"subitem_subject": "(Z)-enynyltrimethylsilane", "subitem_subject_scheme": "Other"}, {"subitem_subject": "(trimethylsilyl)ethynyl bromide", "subitem_subject_scheme": "Other"}, {"subitem_subject": "(Z)-1,3-bis(trimethylsilyl)alk-3-en-1-yne", "subitem_subject_scheme": "Other"}, {"subitem_subject": "Suzuki-type reaction", "subitem_subject_scheme": "Other"}, {"subitem_subject": "sila-Sonogashira reaction", "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": "One-pot synthesis of internal conjugated (Z)-enynyltrimethylsilanes possessing aryl, cycloalkenyl, (E)- or (Z)-alk-1-enyl moieties on the sp carbon atom via two types of cross-coupling reaction", "item_titles": {"attribute_name": "\u30bf\u30a4\u30c8\u30eb", "attribute_value_mlt": [{"subitem_title": "One-pot synthesis of internal conjugated (Z)-enynyltrimethylsilanes possessing aryl, cycloalkenyl, (E)- or (Z)-alk-1-enyl moieties on the sp carbon atom via two types of cross-coupling reaction"}]}, "item_type_id": "3", "owner": "1", "path": ["1"], "permalink_uri": "https://kitami-it.repo.nii.ac.jp/records/8448", "pubdate": {"attribute_name": "\u516c\u958b\u65e5", "attribute_value": "2016-08-31"}, "publish_date": "2016-08-31", "publish_status": "0", "recid": "8448", "relation": {}, "relation_version_is_last": true, "title": ["One-pot synthesis of internal conjugated (Z)-enynyltrimethylsilanes possessing aryl, cycloalkenyl, (E)- or (Z)-alk-1-enyl moieties on the sp carbon atom via two types of cross-coupling reaction"], "weko_shared_id": 3}