N-Protecting group tuning of the enantioselectivity in Strecker reactions of trifluoromethyl ketimines to synthesize quaternary α-trifluoromethyl amino nitriles by ion pair catalysis. Issue 10 (14th January 2020)

• Record Type: Journal Article
• Authors: Du, Mengyuan; Yu, Longhui; Du, Ting; Li, Zhaokun; Luo, Yueyang; Meng, Xiangyu; Tian, Zhengtao; Zheng, Changwu; Cao, Weiguo; Zhao, Gang
• Is Part Of: Chemical communications. Volume 56:Issue 10(2020)
• Page Start: 1581
• Page End: 1584
• Publication Date: 2020-01-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc09151c
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : 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 reported. Abstract : 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.