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タイトル: | Gold(I)-Catalyzed Cascade Cyclization of Alkynyl Indoles for the Stereoselective Construction of the Quaternary Carbon Center of Akuammiline Alkaloids |
著者: | Hashimoto, Naoki Taguchi, Junichi Arichi, Norihito ![]() ![]() ![]() Inuki, Shinsuke ![]() ![]() Ohno, Hiroaki ![]() ![]() ![]() |
著者名の別形: | 橋本, 直季 田口, 淳一 有地, 法人 井貫, 晋輔 大野, 浩章 |
キーワード: | Column chromatography Cyclization Lipids Mixtures Organic compounds |
発行日: | 15-Dec-2023 |
出版者: | American Chemical Society (ACS) |
誌名: | The Journal of Organic Chemistry |
巻: | 88 |
号: | 24 |
開始ページ: | 17306 |
終了ページ: | 17321 |
抄録: | A gold-catalyzed cyclization reaction of alkynyl-indoles has been developed for the stereoselective construction of the quaternary carbon center of fused indolines. This reaction efficiently produces fused indolines via diastereoselective 6-endo-dig cyclization controlled by a bulky TIPS group, followed by nucleophilic attack of the carboxy group on the resulting imine. The lactone moiety of the fused indoline can be reductively cleaved to produce a tricyclic indoline, which could be useful for the synthesis of akuammiline alkaloids. |
著作権等: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in 'The Journal of Organic Chemistry', copyright © 2023 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.3c02142 The full-text file will be made open to the public on December 5, 2024 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 |
URI: | http://hdl.handle.net/2433/286469 |
DOI(出版社版): | 10.1021/acs.joc.3c02142 |
PubMed ID: | 38051730 |
出現コレクション: | 学術雑誌掲載論文等 |

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