title: Manganese Tetraphenylporphyrin-Catalyzed Stereoselective Epoxidation of Thymidine Nucleosides.
abstract: Manganese 2,6-disubstituted tetraphenylporphyrins, bearing halogen atoms on the beta-positions, have been used as catalysts for the first described stereoselective epoxidation of thymidine nucleosides. The oxidations were carried out using dimethyldioxirane (DMDO) as the oxygen atom donor. The diastereoisomeric ratio of the final epoxides might be related to the hydrogen-bonding interaction between the OH groups of the sugar moieties and the OCH(3) groups of the catalysts during the approach of the nucleosides to the core of the macrocycles.
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche, Università degli Studi di Roma "Tor Vergata", Via della Ricerca Scientifica, 00133 Rome, Italy, and Dipartimento Agrochimico Agrobiologico, Università della "Tuscia", Via San Camillo de Lellis, 01100 Viterbo, Italy.
authors.forename: Pietro
authors.initials: P
authors.lastname: Tagliatesta
authors.forename: Roberta
authors.initials: R
authors.lastname: Bernini
authors.forename: Claudia
authors.initials: C
authors.lastname: Crestini
authors.forename: Donato
authors.initials: D
authors.lastname: Monti
authors.forename: Tristano
authors.initials: T
authors.lastname: Boschi
authors.forename: Enrico
authors.initials: E
authors.lastname: Mincione
authors.forename: Raffaele
authors.initials: R
authors.lastname: Saladino