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Remote oxy-functionalization of methyl 3α-acetoxy-and 3-oxo-5β-cholan-24-oates with 2,6dichloropyridine (DCP) N-oxide catalyzed by (5,10,15,20-tetramesitylporphyrinate) ruthenium (II) carbonyl complex [Ru(TMP)CO] and HBr was compared with that with dimethyldioxirane (DMDO). Treatment of the 5β-steroids with DMDO afforded the corresponding 5β-and 17αmonohydroxylated and 5β,14α-and 5β,17α-dihydroxylated compounds. On the other hand, the corresponding 20S-mono-and 5β,20S-dioxygenated derivativesdoi:10.3998/ark.5550190.0004.817 fatcat:4vsfhmbcavbefkof5ulz5t7rua