Primary Amine-Catalyzed Biginelli Reaction for the Enantioselective Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones.

Primary Amine-Catalyzed Biginelli Reaction for the Enantioselective Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones.
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DOI:
10.1002/ejoc.201000448
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发表时间:
2010-07-01
影响因子:
2.8
通讯作者:
Zhao, Cong-Gui
Zhao, Cong-Gui
中科院分区:
化学3区
文献类型:
--
作者:
Ding, Derong;Zhao, Cong-Gui

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几个手性伯胺,主要是那些来自金鸡纳生物碱,作为有机催化剂的不对称Biginelli反应进行了评价。在奎宁衍生的胺催化剂1的作用下,经过对反应条件的广泛优化,从芳基和脂肪族醛、脲和乙酰乙酸酯的三组分反应中以中等至良好的产率和51- 78%ee得到3,4-二氢嘧啶-2(1H)-酮。
Several chiral primary amines, mainly those derived from the cinchona alkaloids, were evaluated as the organocatalysts for the asymmetric Biginelli reaction. With the quinine-derived amine catalyst 1 and after extensive optimization of the reaction conditions, 3,4-dihydropyrimidin-2(1H)-ones were obtained in moderate to good yields and 51–78% ee from a three-component reaction of aryl and aliphatic aldehydes, urea, and acetoacetate.
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