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N-Functionalized Amino Acids Promoted Aerobic Copper-Catalyzed Oxidation of Benzylic Alcohols in Water

Guofu Zhang, Jie Lei, Xingwang Han, Yuxin Luan, Chengrong Ding*, Shang Shan*

*College of Chemical Engineering, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou 310014, P. R. of China, Email: dingcrzjut.edu.cn, shans2001163.com

G. Zhang, J. Lei, X. Han, Y. Luan, C. Ding, S. Shan, Synlett, 2015, 26, 779-784.

DOI: 10.1055/s-0034-1380126 (free Supporting Information)


Abstract

N-functionalized amino acids serve as powerful N,O-bidentate ligands in an aerobic copper/TEMPO-catalyzed system for the oxidation of benzylic alcohols in water. Under optimized reaction conditions, a broad range of primary and secondary benzylic alcohols have been efficiently converted into carbonyl compounds in very good yields.


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Key Words

N,O-bidentate ligands, N-functionalized amino acids, copper, aldehydes, ketones, oxygen, green chemistry


ID: J60-Y2015