title: Efficient and selective photogeneration of cholesterol-derived radicals by intramolecular hydrogen abstraction in model dyads.
abstract: Three model dyads have been synthesized by esterification of beta- and alpha-cholesterol (Ch) with (S)- and/or (R)-ketoprofen (Kp). The alpha-dyads are efficient photogenerators of the 7-allyl Ch radicals by intramolecular H abstraction. Subsequent cyclization via C-C coupling occurs in a stereoselective way.
authors.affiliation: Departamento de Química-Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Camino de Vera s/n, Apartado 22012, 46071 Valencia, Spain.
authors.forename: Inmaculada
authors.initials: I
authors.lastname: Andreu
authors.forename: Francisco
authors.initials: F
authors.lastname: Bosca
authors.forename: Laura
authors.initials: L
authors.lastname: Sanchez
authors.forename: Isabel M
authors.initials: IM
authors.lastname: Morera
authors.forename: Pelayo
authors.initials: P
authors.lastname: Camps
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Miranda
mesh_terms: D002784:Cholesterol / Q000737:chemistry*; D004951:Esterification; D006859:Hydrogen / Q000737:chemistry*; D008962:Models, Theoretical; D010777:Photochemistry; D013056:Spectrophotometry, Ultraviolet
chemical_list: D006859:Hydrogen; D002784:Cholesterol