Title of article :
Desymmetrisation of (4R,5S)-4,5-diphenylimidazolidine-2-thione using pentafluorophenyl active esters
Author/Authors :
Andreou، نويسنده , , Anna and Eames، نويسنده , , Jason and Motevalli، نويسنده , , Majid and Prior، نويسنده , , Timothy J. and Watkinson، نويسنده , , Michael، نويسنده ,
Abstract :
(4R,5S)-4,5-Diphenylimidazolidine-2-thione is efficiently desymmetrised by stereorandom deprotonation with NaHMDS, followed by kinetic resolution of the resulting racemic intermediate with an enantiomerically pure pentafluorophenyl active ester. The levels of diastereocontrol were found to be excellent (86–92% de at ∼30% conversion). This desymmetrisation reaction is an example of a masked resolution.
