CATALYTIC ASYMMETRIC-SYNTHESIS OF NEW HALOGENATED CHIRAL SYNTHONS

Two-step and practical asymmetric syntheses of enantiomerically pure 4 -trifluoromethyl-2,2-dioxo-1,3,2-dioxathiolane and 4-trichloromethyl-2 ,2-dioxo-1,3,2-dioxathiolane (>98% ee) have been achieved. Catalytic a symmetric dihydroxylation (AD) of 3,3,3-trifluoropropene and 3,3,3-tri chloropropene, respectively, is followed by direct cyclic sulfate form ation by reaction with sulfuryl chloride. Opening of the cyclic sulfat es with various nucleophiles provides easy access to important chiral synthons.