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N-Protecting group tuning of the enantioselectivity in Strecker reactions of trifluoromethyl ketimines to synthesize quaternary α-trifluoromethyl amino nitriles by ion pair catalysis.
Chemical Communications ( IF 5.996 ) Pub Date : 2020-01-14 , DOI: 10.1039/c9cc09151c
Mengyuan Du,Longhui Yu,Ting Du,Zhaokun Li,Yueyang Luo,Xiangyu Meng,Zhengtao Tian,Changwu Zheng,Weiguo Cao,Gang Zhao

An enantioselective Strecker reaction to construct trifluoromethylated quaternary stereocenters with N-PMP and unexplored N-Boc trifluoromethyl ketimines catalyzed using an organophosphine dual-reagent catalyst has been developed. The enantioselectivities of the corresponding products with the same catalyst could be switched by using different N-protecting groups (N-PMP or N-Boc). The trifluoromethyl amino nitriles were obtained in high yield and high enantioselectivity in a short time and could be easily converted to a variety of useful trifluoromethyl-containing compounds.
更新日期:2020-01-14

 

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