Jump to main content
Jump to site search

Issue 36, 2018
Previous Article Next Article

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

Author affiliations

Abstract

Although recent progress has been made in introducing an SCF3 functionality into a variety of molecules, enantioselective trifluoromethylthiolation remains challenging, especially the α-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 α-carbon centers and affording α-SCF3-β-substituted carbonyl compounds in 50–92% yields with up to 20 : 1 dr and 96% ee.

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

Back to tab navigation

Supplementary files

Publication details

The article was received on 15 Mar 2018, accepted on 09 Apr 2018 and first published on 10 Apr 2018


Article type: Communication
DOI: 10.1039/C8CC02097C
Citation: Chem. Commun., 2018,54, 4581-4584
  •   Request permissions

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

    M. Y. Jin, J. Li, R. Huang, Y. Zhou, L. W. Chung and J. (. Wang, Chem. Commun., 2018, 54, 4581
    DOI: 10.1039/C8CC02097C

Search articles by author

Spotlight

Advertisements