通过双核锌协同催化实现半缩醛的催化不对称极性反转串联反应
Catalytic Asymmetric Umpolung Tandem Reactions of Hemiacetals via Dinuclear Zinc Cooperative Catalysis.
作者信息
Xing Sheng-Nan, Hua Yuan-Zhao, Yang Xiao-Chao, Du Si-Si, Jia Shi-Kun, Mei Guang-Jian, Wang Min-Can
机构信息
College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
出版信息
Org Lett. 2022 Jun 10;24(22):3909-3914. doi: 10.1021/acs.orglett.2c00913. Epub 2022 Apr 25.
The umpolung activity of hemiacetals serving as α-carbon nucleophiles has been reported via dinuclear zinc cooperative catalysis. This umpolung strategy has been applied to catalytic asymmetric tandem reactions of 1-tosylindoline-2,3-diols with β,γ-unsaturated-α-keto compounds, providing a broad series of structurally diverse tetrahydrofuran spirooxindoles and dihydrofurans, respectively. In addition, products could be transformed to quinazoline and quinoline derivatives.
通过双核锌协同催化，已报道了作为α-碳亲核试剂的半缩醛的极性翻转活性。这种极性翻转策略已应用于1-对甲苯磺酰基吲哚啉-2,3-二醇与β,γ-不饱和-α-酮化合物的催化不对称串联反应，分别提供了一系列结构多样的四氢呋喃螺环氧化吲哚和二氢呋喃。此外，产物可转化为喹唑啉和喹啉衍生物。
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