アミン触媒を用いるエノール化可能なケトンの官能基化

• Material Type: 博士論文
• Title: アミン触媒を用いるエノール化可能なケトンの官能基化
• Author/Editor: 张, 冬欣; Zhang, Dongxin
• Author Heading: 张, 冬欣; Zhang, Dongxin
• Publication Date: 2017-08-14
• Publication Date (W3CDTF): 2017-08-14
• Alternative Title: Amine Catalyzed Functionalization of Enolizable Ketones
• Degree grantor/type: Okinawa Institute of Science and Technology Graduate University
• Date Granted: 2017-08-14
• Date Granted (W3CDTF): 2017-08-14
• Dissertation Number: 甲第6号
• Degree Type: Doctor of Philosophy
• Conferring No. (Dissertation): 甲第6号
• Text Language Code: eng
• Alias of Author: ザン, ドンシン
• Target Audience: 一般
• Note (General): Development of efficient methods for the synthesis of biologically important molecules in safe, atom economical, and environmentally friendly ways is a significant goal of modern organic chemistry. In this thesis, efficient methods using amines as catalysts for functionalization of enolizable ketones and synthesis of potential biofunctional molecules have been developed. First, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was indentified to be an efficient catalyst for fast regioselective aldol reactions. Molecules containing tertiary alcohols were concisely obtained through the aldol reactions. The developed DBU-catalysis was applied for the synthesis of spirooxindoles and trifluoromethyl-substituted alcohols. Although the DBU-catalyzed aldol reactions are not enantioselective, the enantiomerically pure forms of the aldol products derived from β-keto esters were obtained by the resolution of the enamines of the aldol products with a homochiral amine. Second, deuteration studies were carried out to elucidate the mechanism of the regioselective formation of the products in the aldol reactions catalyzed by DBU and to understand the relationship between the carbanion formation and the bond-formation. Finally, enantioselective oxa-hetero-Diels-Alder reaction of enones with aryl trifluoromethyl ketones catalyzed by a novel amine catalyst system was developed. Tetrasubstituted carbon centers bearing a trifluoromethyl group were concisely constructed with the formation of the tetrahydropyranone ring. The hetero-Diels-Alder products were further transformed to various trifluoromethyl-substituted tetrahydropyran derivatives.
• DOI: 10.15102/1394.00000171; https://doi.org/10.15102/1394.00000171
• Persistent ID (NDL): info:ndljp/pid/11099034; https://dl.ndl.go.jp/pid/11099034
• Collection: 障害者向け資料
• Collection (Materials For Handicapped People:1): テキストデータ
• Collection (particular): 国立国会図書館デジタルコレクション > デジタル化資料 > 博士論文; https://dl.ndl.go.jp/collections/A00014
• Acquisition Basis: 博士論文（自動収集）
• Date Accepted (W3CDTF): 2018-06-04T01:14:06+09:00
• Date Created (W3CDTF): 2017-12-21
• Format (IMT): application/pdf
• Access Restrictions: 国立国会図書館内限定公開
• Service for the Digitized Contents Transmission Service: 図書館・個人送信対象外
• Availability of remote photoduplication service: 可
• Periodical Title (URI): http://dx.doi.org/10.15102/1394.00000171; https://oist.repo.nii.ac.jp/records/188
• Data Provider (Database): 国立国会図書館 : 国立国会図書館デジタルコレクション; https://dl.ndl.go.jp

Table of Contents

2023-09-05 再収集

2023-09-05 再収集