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タイトル: Synthesis of pyrrolophenanthridine alkaloids based on C(sp³)[BOND]H and C(sp²)[BOND]H functionalization reactions.
著者: Tsukano, Chihiro  kyouindb  KAKEN_id
Muto, Nobusuke
Enkhtaivan, Iderbat
Takemoto, Yoshiji  kyouindb  KAKEN_id
著者名の別形: 塚野, 千尋
竹本, 佳司
キーワード: alkaloids
C[BOND]H activation
natural products
synthesis design
total synthesis
発行日: Sep-2014
出版者: wiley
誌名: Chemistry, an Asian journal
巻: 9
号: 9
開始ページ: 2628
終了ページ: 2634
抄録: Assoanine, pratosine, hippadine, and dehydroanhydrolycorine belong to the pyrrolophenanthridine family of alkaloids, which are isolated from plants of the Amaryllidaceae species. Structurally, these alkaloids are characterized by a tetracyclic skeleton that contains a biaryl moiety and an indole core, and compounds belonging to this class have received considerable interest from researchers in a number of fields because of their biological properties and the challenges associated with their synthesis. Herein, a strategy for the total synthesis of these alkaloids by using C-H activation chemistry is described. The tetracyclic skeleton was constructed in a stepwise manner by C(sp(3))[BOND]H functionalization followed by a Catellani reaction, including C(sp(2))[BOND]H functionalization. A one-pot reaction involving both C(sp(3))[BOND]H and C(sp(2))[BOND]H functionalization was also attempted. This newly developed strategy is suitable for the facile preparation of various analogues because it uses simple starting materials and does not require protecting groups.
記述: Article first published online: 14 JUL 2014
著作権等: This is the peer reviewed version of the following article: Tsukano, C., Muto, N., Enkhtaivan, I. and Takemoto, Y. (2014), Synthesis of Pyrrolophenanthridine Alkaloids Based on C(sp3)[BOND]H and C(sp2)[BOND]H Functionalization Reactions. Chem. Asian J., 9: 2628–2634, which has been published in final form at http://dx.doi.org/10.1002/asia.201402490.
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/2433/199674
DOI(出版社版): 10.1002/asia.201402490
PubMed ID: 25044314
出現コレクション:学術雑誌掲載論文等

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