Catalyst-controlled regiodivergent 1,2-difunctionalization of alkenes with two carbon-based electrophiles  

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作  者:Md.Belal Zheqi Li Lei Zhu Guoyin Yin 

机构地区:[1]Institute for Advanced Studies,Wuhan University,Wuhan 430072,China [2]Institute of Biomedical Materials Industry Technology,Hubei Engineering University,Wuhan 430074,China

出  处:《Science China Chemistry》2022年第3期514-520,共7页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China (21871211, 21774029, 22122107);the Fundamental Research Funds for Central Universities (2042019kf0208)。

摘  要:Regiodivergent catalysis provides an efficient strategic approach for the construction of architecturally different molecules from the same starting materials. In this field, the intermolecular regiodivergent 1,2-difunctionalization of alkenes with two electrophiles is still a challenging task. A ligand-controlled, nickel-catalyzed regiodivergent dicarbofunctionalization of alkenes using both aryl/vinyl halides and acetals as electrophiles under mild reductive reaction conditions has been accomplished. This study provides a general approach to accessing both β-methoxyl esters and γ-methoxyl esters from readily available acrylates,aryl halides and acetals. Experimental mechanistic evidence supports that the difference in regioselective outcomes is attributed to the ligand tuning the reactivity of the nickel catalyst, which results in different catalytic cycles operating for these two reaction conditions.

关 键 词:divergent catalysis difunctionalization of alkenes regioselectivity carbon electrophiles nickel catalysis 

分 类 号:O621.251[理学—有机化学]

 

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