Chiral nickel(Ⅱ) complex catalyzed asymmetric(3+2) cycloaddition ofα-diazo pyrazoleamides with 2-siloxy-1-alkenes  

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作  者:Wei Yang Zhendong Yang Long Chen Yican Lu Cefei Zhang Zhishan Su Xiaohua Liu Xiaoming Feng 

机构地区:[1]Key Laboratory of Green Chemistry&Technology,Ministry of Education,College of Chemistry,Sichuan University,Chengdu 610064,China

出  处:《Chinese Chemical Letters》2023年第4期322-325,共4页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(No. 22188101);Sichuan Science and Technology Program (No.2021YJ0561);Sichuan University (No. 2020SCUNL204)for financial support。

摘  要:A highly efficient asymmetric(3 + 2) cycloaddition of α-diazo pyrazoleamides with silyl enol ethers was realized by employing a chiral N,N’-dioxide-Ni(II) complex catalyst. The process includes the formation of chiral nickel carbenoid intermediate and the following enantioselective cycloaddition reaction. The desired dihydrofuran O,O-acetal derivatives were obtained in good yields(up to 90%) with high enantioselectivity(up to 99% ee) under mild reaction conditions within short reaction time. On the basis of the determination of the catalyst structure, a possible transition state mode was proposed.

关 键 词:Asymmetric catalysis (3+2)Cycloaddition Chiral N N’-dioxide Silyl enol ether α-Diazo pyrazoleamide DIHYDROFURAN 

分 类 号:O641.4[理学—物理化学] O621.251[理学—化学]

 

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