Asymmetric Photoinduced Giese Radical Addition Enabled by a Single Chiral-at-Metal Rhodium Complex

Asymmetric Photoinduced Giese Radical Addition Enabled by a Single Chiral-at-Metal Rhodium Complex
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单一手性金属铑配合物实现不对称光诱导吉斯自由基加成

DOI:
10.6023/cjoc202004041
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发表时间:
2020-11-25
影响因子:
1.9
通讯作者:
Kang, Qiang
Kang, Qiang
中科院分区:
化学3区
文献类型:
--
作者:
Chen, Liang;Hu, Liangjian;Kang, Qiang

文献摘要

被引文献

相似文献

发展了一种双功能手性金属铑配合物催化的可见光驱动的不对称Giese自由基加成反应。对氨基苯乙酸生成的对氨基苄基自由基可与α,β-不饱和2-酰基咪唑进行1,4-加成反应,得到了一系列具有良好对映选择性的中高产率加成产物.该反应具有对映选择性高、反应条件温和、操作简便等特点。基于我们的研究和文献先例,提出了一个合理的反应机理双功能手性金属催化。
A visible-light driven asymmetric Giese radical addition catalyzed by a bifunctional chiral-at-metal rhodium complex has been developed. para-Aminobenzyl radicals generated from para-aminophenylacetic acids could undergo a 1,4-addition in a highly enantioselective approach to α,β-unsaturated 2-acyl imidazoles, and a variety of corresponding adducts were obtained in moderate to high yields with excellent enantioselectivities. This reaction features high enantioselectivity, mild reaction conditions and an operationally simple procedure. A plausible reaction mechanism is proposed based on our research and literature precedents on dual functional chiral-at-metal catalysis.