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タイトル: Synthesis and Application of Tetrahydro-2H-fluorenes by a Pd(0)-Catalyzed Benzylic C(sp³)-H Functionalization
著者: Suetsugu, Satoshi
Muto, Nobusuke
Horinouchi, Misa
Tsukano, Chihiro  kyouindb  KAKEN_id
Takemoto, Yoshiji
著者名の別形: 末次, 聖
武藤, 伸輔
堀之内, 美紗
塚野, 千尋
竹本, 佳司
キーワード: benzohopanes
C-H functionalization
cyclization
fluorenes
palladium
発行日: 6-Jun-2016
出版者: Wiley-VCH Verlag
誌名: Chemistry - A European Journal
巻: 22
号: 24
開始ページ: 8059
終了ページ: 8062
抄録: A new method has been developed for the synthesis of tetrahydro-2H-fluorenes based on a Pd(0)-catalyzed benzylic C(sp³)-H functionalization. Importantly, the success of the cyclization step was dependent on there being substituents at the two positions ortho to the benzylic group to avoid an undesired C(sp²)-H functionalization. This method was subsequently used to prepare the right-hand fragment of the hexacyclic triterpenoid benzohopanes, and therefore represents a powerful tool for the construction of the related compounds. A new method has been developed for the synthesis of tetrahydro-2H-fluorenes based on a Pd(0)-catalyzed benzylic C(sp³)-H alkenylation of an enol triflate bearing substituents at its two ortho positions (see scheme). This method was used to prepare the right-hand fragment of benzohopanes.
著作権等: This is the peer reviewed version of the following article: Suetsugu Satoshi, Muto Nobusuke, Horinouchi Misa, Tsukano Chihiro, Takemoto Yoshiji, Synthesis and Application of Tetrahydro-2H-fluorenes by a Pd(0)-Catalyzed Benzylic C(sp³)-H Functionalization, Chemistry - A European Journal, 22, 24, (8059-8062), (2016) which has been published in final form at https://doi.org/10.1002/chem.201601086. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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/2433/235942
DOI(出版社版): 10.1002/chem.201601086
PubMed ID: 27124498
出現コレクション:学術雑誌掲載論文等

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