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 alkyl halides 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 alkyl halides.
Mosher的硫代酸2-甲氧基-2-三氟甲基苯基乙酸硫代酸的外消旋和(S)-对映异构体与质子海绵[1,8-双(二甲基氨基)萘]形成空气稳定的盐。这些盐是强大的亲核试剂反应,该干净(S Ñ在CDCl 2反转)3与光学活性烷基卤化物范围从非活化的烷基溴化物和碘化物,以苄基溴化物反应性。硫酯产物的非对映体过量(de)表示起始烷基卤化物的对映体过量(ee)。