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Pd-Catalyzed Three-Component Coupling of Cyclopropenones via Sequential C–C Bond Activation and Allylation
Organic Letters ( IF 5.2 ) Pub Date : 2024-05-09 , DOI: 10.1021/acs.orglett.4c01200
Zhou Zhang 1 , Fei-Fei Liang 1 , Shu-Lin Zhang 1 , Wei Sun 1 , An-Xi Zhou 2 , Meng Sun 1
Affiliation  

A novel Pd-catalyzed three-component domino reaction for the stereoselective synthesis of highly functionalized allyl cinnamates has been developed. In this protocol, a sequential process of C–C bond activation and intermolecular allylic substitution was well-organized. The key for this transformation is the in situ generated hydrolysis product of cyclopropenone, which triggered a new reaction with vinylethylene carbonates. The reaction mechanism was investigated, demonstrating the high stereoselectivity and excellent atomic economy in this process.

中文翻译:


Pd 催化环丙烯酮通过连续 C-C 键激活和烯丙基化的三组分偶联



开发了一种新型的钯催化三组分多米诺反应,用于立体选择性合成高功能化烯丙基肉桂酸酯。在该方案中,C-C 键激活和分子间烯丙基取代的顺序过程组织良好。这种转变的关键是原位产生的环丙烯酮水解产物,它引发了与乙烯基碳酸亚乙酯的新反应。研究了反应机理,证明了该过程具有高立体选择性和优异的原子经济性。
更新日期:2024-05-09
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