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Asymmetric Catalytic α-Selective Allylation of Ketones with Allyltrifluoroborates Using Dual-Functional Chiral In^(Ⅲ)/N,N'-Dioxide Complex

查看全文 作  者:Xiaoxue [1]Tang;Zhishan [1]Su;Qianchi [1]Lin;Lili [1]Lin;Shunxi [1]Dong;Xiaoming [1]Feng 高影响力作者 机构地区:[1]Key Laboratory of Green Chemistry&Technology,Ministry of Education,College of Chemistry,Sichuan University,Chengdu,Sichuan 610064,China高影响力机构 出  处:《Chinese Journal of Chemistry》索引2022年第40卷第15期,共6页高影响力期刊 基  金:This work is supported by the National Natural Science Foundation of China(No.21890723);Sichuan University(2020SCUNL204). 摘  要:Comprehensive Summary Asymmetric catalytic allylation of halo-substituted ketones and ketoesters was accomplished to yield a number of homoallylic tertiary alcohols in excellent reactivity and enantioselectivity.In the presence of chiral In^(Ⅲ)/N,N-dioxide catalyst,unusual α-selective allylation ofγ-substituted potassium allyltrifluoroborates to ketones was demonstrated.The control experiments and DFT calculation reveal that chiral In^(Ⅲ)/N,N'-dioxide catalyst plays dual-tasking roles:the formation of allylindium species via transmetalation and Lewis acid activation.Apossiblereaction pathwaywas provided tounderstandα-selectivity overy-selectivity. 关 键 词:ALLYLATION Potassium allyltrifluoroborate KETONES INDIUM Regioselectivity and enantioselectivity
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