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タイトル: Total synthesis of (-)-caprazamycin A.
著者: Nakamura, Hugh
Tsukano, Chihiro  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-9361-0857 (unconfirmed)
Yasui, Motohiro
Yokouchi, Shinsuke
Igarashi, Masayuki
Takemoto, Yoshiji  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0003-1375-3821 (unconfirmed)
著者名の別形: 塚野, 千尋
竹本, 佳司
キーワード: aldol reaction
antibiotics
natural products
organocatalysis
total synthesis
発行日: 22-Jan-2015
出版者: Wiley
誌名: Angewandte Chemie
巻: 54
号: 10
開始ページ: 3136
終了ページ: 3139
抄録: Caprazamycin A has significant antibacterial activity against Mycobacterium tuberculosis (TB). The first total synthesis is herein reported and features a) the scalable preparation of the syn-β-hydroxy amino acid with a thiourea-catalyzed diastereoselective aldol reaction, b) construction of a diazepanone with an unstable fatty-acid side chain, and c) global deprotection with hydrogenation. This report provides a route for the synthesis of related liponucleoside antibiotics with fatty-acid side chains.
著作権等: This is the peer reviewed version of the following article: Nakamura, H., Tsukano, C., Yasui, M., Yokouchi, S., Igarashi, M. and Takemoto, Y. (2015), Total Synthesis of (−)-Caprazamycin A. Angew. Chem. Int. Ed., 54: 3136–3139, which has been published in final form at http://dx.doi.org/10.1002/anie.201411954. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
The full-text file will be made open to the public on 22 JAN 2016 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/2433/200201
DOI(出版社版): 10.1002/anie.201411954
PubMed ID: 25613457
出現コレクション:学術雑誌掲載論文等

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