Pd(II)-Catalyzed Asymmetric Oxidative 1,2-Diamination of Conjugated Dienes with Ureas

Pd(II)-Catalyzed Asymmetric Oxidative 1,2-Diamination of Conjugated Dienes with Ureas
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Pd(II) 催化的共轭二烯与脲的不对称氧化 1,2-二胺化反应

DOI:
10.1021/acs.orglett.8b00870
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发表时间:
2018
期刊:
影响因子:
5.2
通讯作者:
Gong Liu-Zhu
Gong Liu-Zhu
中科院分区:
化学1区
文献类型:
--
作者:
Wu Min-Song;Fan Tao;Chen Shu-Sen;Han Zhi-Yong;Gong Liu-Zhu

文献摘要

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用手性吡啶-恶唑啉配体建立了钯(II)催化的1,3-二烯与易得二烷基脲的不对称1,2-二聚反应。二化反应只发生在1,3-二烯末端的C-C双键上,得到4-乙烯基咪唑烷-2- 1,收率高,对映选择性好(收率高达99%,ee为97%)。该反应可用于二烯与尿素以1:1的比例进行克级合成。
A palladium(II)-catalyzed asymmetric 1,2-diamination of 1,3-dienes with readily available dialkylureas was established by using a chiral pyridine–oxazoline ligand. The diamination reaction exclusively occurs at the terminal C–C double bond of the 1,3-dienes to give 4-vinylimidazolidin-2-ones in high yields and with excellent levels of enantioselectivity (up to 99% yield, 97% ee). The reaction could feasibly be applied for gram-scale synthesis with a 1:1 ratio of the diene and the urea.