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Front Cover: Unique Reactivity of the 1,4-Bis(silyloxy)-1,3-cyclopentadiene Moiety: Application to the Synthesis of 7-Norbornanone Derivatives (Chem. Eur. J. 46/2024)
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2024-08-19 , DOI: 10.1002/chem.202484601
Kazutada Ikeuchi 1, 2 , Yoshito Hirokawa 3 , Tomonari Sasage 3 , Ryo Fujii 4 , Akihiro Yoshitani 3 , Takahiro Suzuki 1 , Keiji Tanino 1
Affiliation  

The Front Cover illustrates the unique transformation of 1,3-cyclopentanedione by using silylating reagents in a manner analogous to alchemy. Although a carbonyl carbon does not generally show nucleophilicity, our developed reaction system enables the carbonyl carbon in the 1,3-cyclopentadione motif to behave as a nucleophile. This technique led to success in a cyclization to form a cyclobutane ring, and the resulting bicyclic compound was subsequently transformed into a 7-norbornanone derivative by skeletal rearrangement. More information can be found in the Research Article by K. Ikeuchi, K. Tanino, and co-workers (DOI: 10.1002/chem.202401908).

中文翻译:


封面:1,4-双(甲硅烷氧基)-1,3-环戊二烯部分的独特反应性:在 7-降冰片酮衍生物合成中的应用(Chem. Eur. J. 46/2024)



封面说明了通过使用甲硅烷基化试剂以类似于炼金术的方式进行 1,3-环戊二酮的独特转化。尽管羰基碳通常不表现出亲核性,但我们开发的反应系统使 1,3-环戊二酮基序中的羰基碳表现出亲核性。该技术成功环化形成环丁烷环,所得双环化合物随后通过骨架重排转化为7-降冰片酮衍生物。更多信息请参阅 K. Ikeuchi、K. Tanino 及其同事的研究文章 (DOI: 10.1002/chem.202401908)。
更新日期:2024-08-20
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