title: Ruthenium-catalyzed mild C-H oxyfunctionalization of cyclic steroidal ethers.
abstract: Ruthenium-catalyzed site-specific C-H oxyfunctionalization of steroidal ethers with periodate or bromate as terminal oxidants in phosphate buffer provided the acid-sensitive C-16 hydroxy compounds in high yields. Phosphate buffer (pH 7.5) significantly inhibits formation of unwanted side products generated under more acidic reaction conditions. A key example is demonstrated at the 100 g scale.
authors.affiliation: Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA.
authors.forename: Jong Seok
authors.initials: JS
authors.lastname: Lee
authors.forename: Hui
authors.initials: H
authors.lastname: Cao
authors.forename: Philip L
authors.initials: PL
authors.lastname: Fuchs
mesh_terms: D002384:Catalysis; D004987:Ethers; D009682:Magnetic Resonance Spectroscopy; D012428:Ruthenium / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013256:Steroids / Q000737:chemistry*
chemical_list: D004987:Ethers; D013256:Steroids; D012428:Ruthenium