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タイトル: | Construction of Quaternary Carbon Stereocenter of α-Tertiary Amine through Remote C-H Functionalization of Tris Derivatives: Enantioselective Total Synthesis of Myriocin |
著者: | Miyagawa, Takashi Inuki, Shinsuke https://orcid.org/0000-0002-7525-1280 (unconfirmed) Oishi, Shinya Ohno, Hiroaki https://orcid.org/0000-0002-3246-4809 (unconfirmed) |
著者名の別形: | 井貫, 晋輔 大石, 真也 大野, 浩章 |
発行日: | 9-Jul-2019 |
出版者: | American Chemical Society (ACS) |
誌名: | Organic Letters |
巻: | 21 |
号: | 14 |
開始ページ: | 5485 |
終了ページ: | 5490 |
抄録: | We describe the development of a strategy for the construction of the quaternary carbon stereocenter of α-tertiary amines. This strategy highlights a site-selective C–H functionalization involving an alkoxy-radical-triggered 1, 5-hydrogen transfer (1, 5-HAT) reaction of a conformationally fixed spiro-compound derived from trishydroxymethylaminomethane (Tris). The utilization of this strategy enabled an enantioselective total synthesis of myriocin, a naturally occurring sphingosine analog that displays potent immunosuppressive activity. |
著作権等: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © 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.orglett.9b01778. The full-text file will be made open to the public on 9 July 2020 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/2433/243892 |
DOI(出版社版): | 10.1021/acs.orglett.9b01778 |
PubMed ID: | 31287325 |
出現コレクション: | 学術雑誌掲載論文等 |
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