Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects.
Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects.
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DOI：
10.1021/ol020229e
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发表时间：
2003-01
期刊：
影响因子：
5.2
通讯作者：
L. Shu;Pingzhen Wang;Yonghong Gan;Yian Shi
中科院分区：
文献类型：
--
作者：
L. Shu;Pingzhen Wang;Yonghong Gan;Yian Shi
[反应：制备了含有N-芳基取代的恶唑烷酮的酮，并研究了其用于顺式-β-甲基苯乙烯、苯乙烯和1-苯基环己烯的环氧化。通过在催化剂的N-苯基上引入吸电子基团，增强了烯烃的苯基和催化剂的恶唑烷酮之间的吸引相互作用。所获得的信息提供了一个更好的理解酮催化的环氧化反应。此外，一些酮的容易制备使它们成为实际应用的良好候选者。
[reaction: see text] Ketones containing N-aryl-substituted oxazolidinones have been prepared and investigated for the epoxidation of cis-beta-methylstyrene, styrene, and 1-phenylcyclohexene. The attractive interaction between the phenyl group of the olefin and the oxazolidinone of the catalyst is enhanced by introducing an electron-withdrawing group onto the N-phenyl group of the catalyst. The information obtained gives a better understanding of the ketone-catalyzed epoxidation. In addition, the easy preparation of some of the ketones makes them good candidates for practical use.