Bridged-Ring Skeletons from Organoaluminium-Mediated Nucleophilic Addition-Cyclization Sequence of p-Quinone Monoacetals and Grignard Reagents,Advanced Synthesis & Catalysis

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Bridged-Ring Skeletons from Organoaluminium-Mediated Nucleophilic Addition-Cyclization Sequence of p-Quinone Monoacetals and Grignard Reagents
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2023-08-08 , DOI: 10.1002/adsc.202300709
Yishuai Fan ₁ , Kaixin Yin ₁ , Xiaojie Li ₁ , Jinzhe Huang ₁ , Ruwei Shen ₁

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Described herein is the development of an organoaluminium-mediated tandem conjugate addition-cyclization sequence of p-quinone monoacetals with 2-siloxyphenyl Grignard reagents to afford a collection of phenol-bridged cyclohexanone derivatives. Furthermore, a tandem conjugate-addition and dimerization reaction of p-quinone monoacetals with Grignard reagents is also reported to offer a straightforward and diastereoselective synthesis of complex bridged-ring compounds bearing tricyclo[6.2.2.0^2,7]dodecene skeletons.

中文翻译：

有机铝介导的对醌单缩醛和格氏试剂的亲核加成环化序列的桥环骨架

本文描述的是对醌单缩醛与2-甲硅烷氧基苯基格氏试剂的有机铝介导的串联缀合物加成环化序列的开发，以提供苯酚桥联的环己酮衍生物的集合。此外，据报道，对醌单缩醛与格氏试剂的串联共轭加成和二聚反应也提供了带有三环[6.2.2.0 2,7 ^]十二碳烯骨架的复杂桥环化合物的直接非对映选择性合成。

更新日期：2023-08-08

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