Catalytic conjugate additions of carbonyl anions under neutral aqueous conditions

…, AR Bharadwaj, BC Milgram, KA Scheidt

文献索引：Myers, Michael C.; Bharadwaj, Ashwin R.; Milgram, Benjamin C.; Scheidt, Karl A. Journal of the American Chemical Society, 2005 , vol. 127, # 42 p. 14675 - 14680

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被引用次数: 79

摘要

The conjugate addition of carbonyl anions catalyzed by thiazolium salts that is fully operative under neutral aqueous conditions has been accomplished. The combination of α-keto carboxylates and thiazolium-derived zwitterions produces reactive carbonyl anions in a buffered protic environment that readily undergo conjugate additions to substituted α, β- unsaturated 2-acyl imidazoles. The scope of the reaction has been examined and found to ...