Thioacids and thioacid salts for determining the enantiomeric excess of chiral compounds containing an electrophilic carbon center
申请人:Richman Jack E.
公开号:US20090181462A1
公开(公告)日:2009-07-16
The invention provides novel chiral compounds including 2-methoxy-2-trifluoromethylphenylacetic thioacid useful to react with and analyze other chiral compounds that have an electrophilic chiral carbon center.
Salts of Mosher’s thioacid: agents for determining the enantiomer excess of SN2 substrates
作者:Jack E. Richman
DOI:10.1016/j.tetlet.2010.03.041
日期:2010.5
salts with Proton Sponge [1,8-bis(dimethylamino)naphthalene]. These salts are powerful nucleophiles that react cleanly (SN2 inversion) in CDCl3 with optically active alkylhalides ranging in reactivities from unactivated alkyl bromides and iodides to benzylic bromides. The diastereomeric excess (de) of the thioester products indicates the enantiomeric excess (ee) of the starting alkylhalides.