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タイトル: Asymmetric Total Synthesis of Shagenes A and B
著者: Tsukano, Chihiro  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-9361-0857 (unconfirmed)
Yagita, Ryotaro
Heike, Takayoshi
Mohammed, Tagwa A.
Nishibayashi, Kazuya
Irie, Kazuhiro  KAKEN_id
Takemoto, Yoshiji  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0003-1375-3821 (unconfirmed)
著者名の別形: 塚野, 千尋
八木田, 凌太郎
平家, 崇吉
モハメド, タグワ
西林, 和也
入江, 一浩
竹本, 佳司
キーワード: allenes
iridium
Leishmaniasis
shagene
total synthesis
発行日: Oct-2021
出版者: Wiley
誌名: Angewandte Chemie International Edition
巻: 60
号: 43
開始ページ: 23106
終了ページ: 23111
抄録: We report the first total synthesis of shagenes A and B, which are tricyclic terpenoids containing a cis-substituted cyclopropane, via ring-closing metathesis of an enamide and Ir-catalyzed double-bond isomerization of an alkylidenecyclopropane. Chemo- and diastereoselectivity in the distorted cis-substituted structures were controlled by the alkylidenecyclopropane reactivity and using the ketone functionality as a remote directing group for the Ir catalyst, respectively. The total synthesis suggested the absolute configuration of shagenes.
記述: Shagene AおよびBの化学合成 --リーシュマニア症の治療薬リードの創製を目指して--. 京都大学プレスリリース. 2021-09-10.
著作権等: This is the peer reviewed version of the following article: Angewandte Chemie International Edition, 60(43), 23106-23111], which has been published in final form at https://doi.org/10.1002/anie.202109786. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
The full-text file will be made open to the public on 7 September 2022 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/2433/265391
DOI(出版社版): 10.1002/anie.202109786
PubMed ID: 34423896
関連リンク: https://www.kyoto-u.ac.jp/ja/research-news/2021-09-10
出現コレクション:学術雑誌掲載論文等

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