Kinetic resolution of P-chiral tertiary phosphines and chlorophosphines: anew approach to optically active phosphoryl and thiophosphoryl compounds

Treatment of racemic P-stereogenic tertiary phosphines with enantiomericall y pure bis-phosphoryl and bis-thiophosphoryl disulfides under kinetic resol ution conditions (2:1 ratio) afforded enantiomerically enriched tertiary Ph osphine oxides or phosphine sulfides with ee values up to 39%. In a similar way from racemic tert-butylphenylchlorophosphine, optically active tert-bu tylphenylphosphinoyl chloride with 50% ee was obtained. The same reaction p erformed under dynamic kinetic resolution conditions (1:1 ratio or reagents ) in the presence of chloride ions gave phosphinoyl chloride with 70% ee. ( C) 2001 Elsevier Science Ltd. All rights reserved.