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