Author/Authors :
José Luis Garc?a Ruano، نويسنده , , Ana M. Mart?n-Castro، نويسنده , , Francisco Tato، نويسنده , , Esther Torrente، نويسنده , , M. Giovanna Tocco، نويسنده , , Saverio Florio، نويسنده , , Vito Capriati، نويسنده ,
Abstract :
The influence of the sulfinyl group as a chiral auxiliary in the stereoselective addition of oxiranyllithiums to (S)-2-p-tolylsulfinylbenzaldehyde has been studied. All reactions evolve with retention of configuration at the starting lithiated carbon. Completely stereoselective additions have been observed when configurations at sulfur and the lithiated carbon are different (matched pair), whereas variable drʹs values (ranging between 52:48 and >99:<1%) when they are identical (mismatched pair).