Remarkable change of the diastereoselection in the dye-sensitized ene hydroperoxidation of chiral alkenes by zeolite confinement |
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| Authors: | Stratakis Manolis Kalaitzakis Dimitris Stavroulakis Dimitris Kosmas Giannis Tsangarakis Constantinos |
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| Affiliation: | Department of Chemistry, University of Crete, 71409 Iraklion, Greece. |
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| Abstract: | [reaction: see text] The ene reaction of singlet oxygen with chiral trisubstituted alkenes bearing an alkyl and a phenyl group at the stereogenic center is erythro diastereoselective in solution and threo diastereoselective if carried out within zeolite Na-Y. The change of the diastereoselection trend by zeolite confinement is attributed to a synergism of steric effects and cation-pi interactions. |
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