Cu(I)-Catalyzed Synthesis of Dihydropyrimidin-4-ones toward the Preparation of β- and β3-Amino Acid Analogues

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• 作者：Basker Rajagopal ; Ying-Yu Chen ; Chun-Chi Chen ; Xuan-Yu Liu ; Huei-Ren Wang ; Po-Chiao Lin
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：February 7, 2014
• 年：2014
• 卷：79
• 期：3
• 页码：1254-1264
• 全文大小：428K
• ISSN：1520-6904

文摘

A copper(I)-catalyzed synthesis of substituted dihydropyrimidin-4-ones from propargyl amides via the formation of ketenimine intermediate has been successfully developed; the synthesis afforded good isolated yields (80鈥?5%). The mild reaction conditions at room temperature allow the reaction to proceed to completion in a few hours without altering the stereochemistry. Further, by involving a variety of reactive nucleophiles, the obtained substituted dihydropyrimidin-4-ones were elegantly transformed into the corresponding 尾- and 尾³-amino acid analogues.