Highly enantioselective epoxidation of alpha,beta-unsaturated esters by chiral dioxirane |
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Authors: | Wu Xin-Yan She Xuegong Shi Yian |
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Affiliation: | Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA. |
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Abstract: | This paper describes a highly enantioselective epoxidation of alpha,beta-unsaturated esters using the fructose-derived ketone 2 as catalyst and Oxone as oxidant. High ee's have been obtained for a number of trans and trisubstituted substrates (82-98% ee). The results described show that it is feasible for dioxiranes to effectively epoxidize electron-deficient olefins with high ee's. |
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