Highly diastereoselective epoxidation of allyl-substituted cycloalkenes catalyzed by metalloporphyrins |
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| Authors: | Chan Wing-Kei Liu Peng Yu Wing-Yiu Wong Man-Kin Che Chi-Ming |
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| Affiliation: | Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China. |
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| Abstract: | Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. The "1 + H(2)O(2)" and "2 + 2,6-Cl(2)pyNO" protocols afforded trans-epoxides selectively in good yields (up to 99%) with up to >99:1 trans-selectivity. |
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