Facile Synthesis of Aryl α-Keto Esters via the Reaction of Aryl Diazoacetate with H2O and DEAD

Z Guo, H Huang, Q Fu, W Hu

文献索引：Guo, Zhenqiu; Huang, Haoxi; Fu, Qingquan; Hu, Wenhao Synlett, 2006 , # 15 p. 2486 - 2488

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被引用次数: 9

摘要

Based on the mechanistic interpretation of α-imino esters formation, we anticipated that this strategy would be similarly applicable to the oxonium ylide and azodicarboxylates to give aryl α-keto esters. A proposed reaction mechanism for this reaction is given in Scheme [2] . We envisioned that the reaction would initially form an oxonium ylide 3 from the aryl diazoacetates 1 and H 2 O catalyzed by Rh 2 (OAc) 4 . The ylide would be trapped by DEAD to give adduct 4. ...