Kinetic Resolution of Racemic Mandelic Acid Esters by N, N′‐Dioxide–Scandium‐Complex‐Catalyzed Enantiomer‐Selective Acylation. Issue 48 (5th October 2014)

• Record Type: Journal Article
• Authors: Zhang, Yuheng; Liu, Xiaohua; Zhou, Lin; Wu, Wangbin; Huang, Tianyu; Liao, Yuting; Lin, Lili; Feng, Xiaoming
• Is Part Of: Chemistry. Volume 20:Issue 48(2014)
• Page Start: 15884
• Page End: 15890
• Publication Date: 2014-10-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201403242
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A simple and efficient acylative kinetic resolution of racemic mandelic acid esters was accomplished with a chiral <italic>N</italic>, <italic>N</italic>'‐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% <italic>ee</italic>) and recovered substrates (up to 49% yield, 95% <italic>ee</italic>) in high enantioselectivities with perfect selectivity factors (up to 247). The enantioselective recognition and catalytic models were also proposed for the catalytic KR reaction.</p> </abstract>