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Efficient and selective photogeneration of cholesterol-derived radicals by intramolecular hydrogen abstraction in model dyads
Authors:Andreu Inmaculada  Bosca Francisco  Sanchez Laura  Morera Isabel M  Camps Pelayo  Miranda Miguel A
Institution:Departamento de Química-Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Camino de Vera s/n, Apartado 22012, 46071 Valencia, Spain.
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.
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