title: A new electrochemical system for stereoselective allylic hydroxylation of cholesteryl acetate with dioxygen induced by iron picolinate complexes.
abstract: The oxygenation reaction of cholesteryl acetate 1 was examined with the Fe(III)(PA)(3)/O(2)/MeCN system using an electrochemical method. The constant potential technique gave mainly the 7-hydroxylated product stereoselectively, along with the 7-oxo product. This oxygenation system is mechanistically unique, requiring iron catalyst, dioxygen, and both cathode and anode.
authors.affiliation: Showa Pharmaceutical University, 3-165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan.
authors.forename: Iwao
authors.initials: I
authors.lastname: Okamoto
authors.forename: Wataru
authors.initials: W
authors.lastname: Funaki
authors.forename: Kyosuke
authors.initials: K
authors.lastname: Nakaya
authors.forename: Eiichi
authors.initials: E
authors.lastname: Kotani
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Takeya
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry* / Q000378:metabolism; D002788:Cholesterol Esters / Q000737:chemistry* / Q000378:metabolism; D004563:Electrochemistry; D006900:Hydroxylation; D007501:Iron / Q000737:chemistry* / Q000378:metabolism; D010100:Oxygen / Q000737:chemistry* / Q000378:metabolism; D010848:Picolinic Acids / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D002788:Cholesterol Esters; D010848:Picolinic Acids; D007501:Iron; C060123:cholesterol acetate; C030614:picolinic acid; D010100:Oxygen