Diphenylparabanic Acid as a Synthon for the Synthesis of α-Diketones and α-Ketocarboxylic Acids

…, M Hamano, S Todaka, T Asaeda, HK Ijuin…

文献索引：Watanabe, Nobuko; Hamano, Mitsutaka; Todaka, Shota; Asaeda, Takahiro; Ijuin, Hisako K.; Matsumoto, Masakatsu Journal of Organic Chemistry, 2012 , vol. 77, # 1 p. 632 - 639

全文：HTML全文

被引用次数: 2

摘要

Diphenylparabanic acid was found to react with> 2 equiv of organolithiums at− 78° C to effectively give the corresponding symmetrical α-diketones. However, upon treatment with 1 equiv of organolithium, the parabanic acid gave mainly 5-substituted 5-hydroxyimidazolidine- 2, 4-diones. On the other hand, Grignard reagents were less reactive toward the parabanic acid at low temperature, and selectively gave the corresponding 5-hydroxyimidazolidine-2 ...