Electronic probing of ketone catalysts for asymmetric epoxidation. Search for more robust catalysts.
[structure: see text]. Ketones with a fused oxazolidinone were synthesized and investigated to determine the electronic effect of the substituents at alpha-positions of ketone catalysts on the Baeyer-Villiger oxidation and catalytic properties for asymmetric epoxidation. These new ketones give high yields and ee's with only 1-5 mol % catalyst. The current studies further show that the electronic effect is very important for the ketone-catalyzed epoxidation.
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
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D002384:Catalysis; D004852:Epoxy Compounds / Q000138:chemical synthesis*; D006868:Hydrolysis; D007659:Ketones / Q000737:chemistry*; D010084:Oxidation-Reduction
D004852:Epoxy Compounds; D007659:Ketones