Chiral N,N'-dioxide-Sc(NTf2)3 complex-catalyzed asymmetric bromoamination of chalones with N-bromosuccinimide as both bromine and amide source

Zhengmeng Wang; Lili Lin; Pengfei Zhou; Xiaohua Liu; Xiaoming Feng

doi:10.1039/c7cc00470b

Chiral N,N'-dioxide-Sc(NTf₂)₃ complex-catalyzed asymmetric bromoamination of chalones with N-bromosuccinimide as both bromine and amide source

Chem Commun (Camb). 2017 Mar 25;53(24):3462-3465. doi: 10.1039/c7cc00470b. Epub 2017 Mar 8.

Authors

Zhengmeng Wang¹, Lili Lin, Pengfei Zhou, Xiaohua Liu, Xiaoming Feng

Affiliation

¹ Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China. lililin@scu.edu.cn xmfeng@scu.edu.cn.

PMID: 28271110
DOI: 10.1039/c7cc00470b

Abstract

The catalytic asymmetric bromoamination of chalcones with N-bromosuccinimide as both bromine and amide source was realized by using a chiral N,N'-dioxide-Sc(NTf₂)₃ complex as an efficient catalyst. The corresponding chiral bromoamination products were obtained in high yields with high dr and good ee values (up to 92% yield, 93 : 7 dr and 97% ee) under mild reaction conditions.