Catalytic Enantioselective Cyano‐Trifluoromethylation of Styrenes. Issue 3 (30th January 2017)

• Record Type: Journal Article
• Authors: Sha, Wanxing; Zhu, Yi; Mei, Haibo; Han, Jianlin; Soloshonok, Vadim A.; Pan, Yi
• Is Part Of: ChemistrySelect. Volume 2:Issue 3(2017)
• Page Start: 1129
• Page End: 1132
• Publication Date: 2017-01-30
• Subjects: asymmetric catalysis -- cyano-trifluoromethylation -- alkenes -- Togni reagent -- Cu-catalyzed reaction; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201601893
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Reported herein is the catalytic enantioselective cyano‐trifluoromethylation of styrenes allowing a straightforward preparation of a new structural class of fluorine‐containing compounds. We demonstrate that the desired transformation can be successfully realized using catalytic system of Cu(II)/chiral bidentate bis(oxazoline) ligand, TMS‐CN and Togni reagents, as sources of the CN and CF3 groups, respectively. Preliminary results strongly suggest synthetic potential of this method as the target cyano‐trifluoromethylated products can be generally obtained with high chemical yields (59‐90 %) and excellent enantiomeric purity (91‐98 % ee). Abstract : The catalytic enantioselective cyano‐trifluoromethylation of styrenes allowing a straightforward preparation of a new structural class of fluorine‐containing compounds, using catalytic system of Cu(II)/chiral bidentate bis(oxazoline) ligand, TMS‐CN and Togni reagents, as sources of the CN and CF3 groups, has been developed.