We chose cyclohexene as a substrate for reaction optimization. When cyclohexene was stirred with 1.2 equivalents of PhI(OAc)2 and 2 equivalents of pTsOH•H2O in CH2Cl2, desired ditosyloxylated product formed in a 50% yield without any recovered starting material ( , Entry 10). From these experiments, it was clear that CH2Cl2 was the best reaction solvent and that higher dilution may promote product formation. The reaction was perfectly stereospecific (within the limits of 1 H NMR detection), and combining 1.2 equivalents of an I(III) oxidant with 2 equivalents of pTsOH•H2O led to product formation in reasonable yields.