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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 https://orcid.org/0000-0002-9361-0857 (unconfirmed) Takemoto, Yoshiji https://orcid.org/0000-0003-1375-3821 (unconfirmed) |
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 |
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. 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。 This is not the published version. Please cite only the published version. |
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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