Kinetic Resolution of Racemic Mandelic Acid Esters by N,N′‐Dioxide–Scandium‐Complex‐Catalyzed Enantiomer‐Selective Acylation |
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| Authors: | Yuheng Zhang Prof Dr Xiaohua Liu Lin Zhou Wangbin Wu Tianyu Huang Yuting Liao Lili Lin Prof Dr Xiaoming Feng |
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| Institution: | Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (P.R. China), Fax: (+86)?28‐8541‐8249 |
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| Abstract: | A simple and efficient acylative kinetic resolution of racemic mandelic acid esters was accomplished with a chiral N,N’‐dioxide–scandium(III) complex under mild and base‐free reaction conditions. A variety of mandelic acid esters performed well in the reaction, obtaining both acylated products (up to 49% yield, 97% ee) and recovered substrates (up to 49% yield, 95% ee) in high enantioselectivities with perfect selectivity factors (up to 247). The enantioselective recognition and catalytic models were also proposed for the catalytic KR reaction. |
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| Keywords: | acylation enantioselectivity kinetic resolution mandelic acid esters scandium |
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