| Abstract
| - Manganese 2,6-disubstituted tetraphenylporphyrins, bearing halogen atoms on the β-positions, havebeen 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. Thediastereoisomeric ratio of the final epoxides might be related to the hydrogen-bonding interactionbetween the OH groups of the sugar moieties and the OCH3 groups of the catalysts during theapproach of the nucleosides to the core of the macrocycles.
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