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A) Ruthenium catalyst Ru-4 is required for dihydroxylation. B) Z-4-octene 8 is unreactive in dihydroxylation. C) 8inhibits the dihydroxylation of 7. Oxidation conditions: NaIO4 (2 eq), CeCl3 (10 mol%), EtOAc:MeCN:H2O (3:3:1), 20 min, 0 °C.