Author/Authors :
Stephen Caddick، نويسنده , , Carlos A.M Afonso، نويسنده , , Sara X Candeias، نويسنده , , Peter B Hitchcock، نويسنده , , Kerry Jenkins، نويسنده , , L Murtagh، نويسنده , , D Pardoe، نويسنده , , A.Gil Santos، نويسنده , , Nigel R Treweeke، نويسنده , , Robert Weaving، نويسنده ,
Abstract :
Dynamic kinetic resolution of α-haloacyl imidazolidinones with a variety of nitrogen and carbon nucleophiles has been achieved with selectivities up to 100% (d.e.). An unusual dichotomy of diastereoselection has been observed whereby metalated nucleophiles preferentially react via the 5S,2′R diastereomer whilst amine nucleophiles react via the 5S,2′S diastereomer. Mild procedures are described for the coupling and removal of the ephedrine based chiral auxiliary.
Keywords :
Resolution , diastereoselection , Acylation , cleavage reactions