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The reduction of allyl aryl ethers using sodium borohydride in the presence of a catalytic amount of ruthenium(III) chloride in various aqueous solvent mixtures at 0°C was examined. In aqueous tetrahydrofuran, hydrogenation was the favored pathway (85–100% yield of the corresponding aryl propyl ether); whereas in aqueous N-methylformamide, reductive cleavage predominated (4:1 mixture of phenolic product/aryl...