Catalytic asymmetric trifluoromethylthiolation of carbonyl compounds via a diastereo and enantioselective Cu-catalyzed tandem reaction

Jin, Ming Yu; Li, Juncheng; Huang, Renke; Zhou, Yuxuan; Chung, Lung Wa; Wang, Jun (Joelle)

2018-05-04

10.1039/c8cc02097c

CHEMICAL COMMUNICATIONS   影响因子和分区

1359-7345

1364-548X

Although recent progress has been made in introducing an SCF3 functionality into a variety of molecules, enantioselective trifluoromethylthiolation remains challenging, especially the -trifluoromethylthiolation of carbonyl compounds. The present study describes a diastereo and enantioselective Cu-catalyzed tandem 1,4-addition/trifluoromethylthiolation of acyclic enones. The tandem reaction enables the asymmetric integration of the -SCF3 group to carbonyl compounds, establishing chiral tertiary -carbon centers and affording -SCF3--substituted carbonyl compounds in 50-92% yields with up to 20:1 dr and 96% ee.

SCI ; EI ; IC ; CCR

英语

NI期刊

第一 ; 通讯

Shenzhen Basic Research Program[JCYJ20170817112532779] ; Shenzhen Basic Research Program[JCYJ20170412152435366]

Chemistry

Chemistry, Multidisciplinary

WOS:000431113900019

ROYAL SOC CHEMISTRY

CHEMISTRY

Web of Science

Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

Jin, Ming Yu,Li, Juncheng,Huang, Renke,et al. Catalytic asymmetric trifluoromethylthiolation of carbonyl compounds via a diastereo and enantioselective Cu-catalyzed tandem reaction[J]. CHEMICAL COMMUNICATIONS,2018,54(36):4581-4584.

Jin, Ming Yu,Li, Juncheng,Huang, Renke,Zhou, Yuxuan,Chung, Lung Wa,&Wang, Jun .(2018).Catalytic asymmetric trifluoromethylthiolation of carbonyl compounds via a diastereo and enantioselective Cu-catalyzed tandem reaction.CHEMICAL COMMUNICATIONS,54(36),4581-4584.

Jin, Ming Yu,et al."Catalytic asymmetric trifluoromethylthiolation of carbonyl compounds via a diastereo and enantioselective Cu-catalyzed tandem reaction".CHEMICAL COMMUNICATIONS 54.36(2018):4581-4584.