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Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions

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タイトル: Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions
著者: Kubota, Koji 著作を一覧する
Watanabe, Yuta 著作を一覧する
Ito, Hajime 著作を一覧する
キーワード: asymmetric catalysis
boron
copper
synthetic methods
発行日: 2016年 7月29日
出版者: Wiley-Blackwell
誌名: Advanced synthesis & catalysis
巻: 358
号: 15
開始ページ: 2379
終了ページ: 2384
出版社 DOI: 10.1002/adsc.201600372
抄録: A novel approach has been developed for the synthesis of chiral 3-boryl-tetrahydroquinolines via the copper(I)-catalyzed regio- and enantioselective protoborylation of 1,2-dihydroquinolines, which were prepared by the partial reduction of the corresponding quinoline derivatives. This dearomatization/enantioselective borylation sequence has been used to provide a facile access to a wide variety of functionalized tetrahydroquinolines under mild conditions from readily available quinoline starting materials in combination with the stereospecific transformation of a stereogenic C-B bond. A theoretical study of the mechanism for the enantioselectivity of the reaction is also described.
Rights: Advanced synthesis & catalysis 358(15) July 28, 2016 pp.2379–2384, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002 adsc.201600372/abstract. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-828039.html).
資料タイプ: article (author version)
URI: http://hdl.handle.net/2115/66982
出現コレクション:雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

提供者: 伊藤 肇

 

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