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- W1987736994 abstract "Depending on the nature of the substituents on the stereogenic carbon atom, the ene reaction of singlet oxygen with several chiral alkenes by confinement within thionin-supported zeolite NaY, may exhibit significant changes on facial selectivity by comparison to their photooxygenation reaction in solution. It is proposed that, apart from the conformational consequences as a result of the alkene confinement within the zeolite cavities, a synergism between Na+–π interactions and singlet oxygen–Na+ interactions plays a significant role in the transition states of ene hydroperoxidation. Within NaY, the diastereoselectivity may significantly depend on the site selectivity, as probed through specific deuterium labelling of trisubstituted alkenes bearing a gem-dimethyl group. In certain cases, a remote stereogenic centre relative to the reacting double bond may induce enhanced diastereoselection and regioselectivity." @default.
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- W1987736994 date "2006-11-01" @default.
- W1987736994 modified "2023-10-14" @default.
- W1987736994 title "Intrazeolite photooxygenation of chiral alkenes. Control of facial selectivity by confinement and cation–π interactions" @default.
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- W1987736994 doi "https://doi.org/10.1016/j.tet.2006.07.102" @default.
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