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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  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-7525-1280 (unconfirmed)
Oishi, Shinya
Ohno, Hiroaki  kyouindb  KAKEN_id  orcid 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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