Citation: Cai Han, Ouyang Kunbing, Yang Nianfa. Application of Chiral 1, 1'-Bi-2-naphthol Polymers in Asymmetric Epoxidation of (E)-α, β-Unsaturated Aryl Ketones[J]. Chinese Journal of Organic Chemistry, ;2019, 39(5): 1456-1459. doi: 10.6023/cjoc201810029 shu

Application of Chiral 1, 1'-Bi-2-naphthol Polymers in Asymmetric Epoxidation of (E)-α, β-Unsaturated Aryl Ketones

Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105

Corresponding author: Ouyang Kunbing, kbouyang@xtu.edu.cn Yang Nianfa, nfyang@xtu.edu.cn
Received Date: 24 October 2018
Revised Date: 16 January 2019
Available Online: 8 May 2019
Fund Project: the Education Department of Hunan Province 17C1524the Doctoral Research Initiation Fund of Xiangtan University 15QDZ52Project supported by the National Natural Science Foundation of China (No. 21602188), the Education Department of Hunan Province (No. 17C1524) and the Doctoral Research Initiation Fund of Xiangtan University (No. 15QDZ52)the National Natural Science Foundation of China 21602188

Figures(1)

Most small chiral molecule catalysts are suffered from a rigid process in both product separation and recovery. Therefore more attention has been drawn to the soluble polymer-supported catalyst which could be easily recycled. In this paper, a new type of reusable chiral binaphthol polymer-supported diethylzinc catalyst was synthesized and applied in the asymmetric epoxidation of (E)-α, β-unsaturated aryl ketones. The scope of this reaction was explored. Various (E)-α, β-aryl ketones could be easily prepared in good yield (up to 88%) and high ee value (up to 94%) via this asymmetric epoxidation process. Ligands were recovered to explore the inductive effect of the reaction. Recovery experiments of this binaphthol polymer-supported diethylzinc catalyst were conducted. The results indicate that the asymmetric induction ability of the reclaimed chiral polymer 1, 1'-bi-2-naphthol did not decrease significantly.
- 1, 1'-bi-2-naphthol,
- Et₂Zn,
- chiral polymer,
- asymmetric addition,
- aromatic ketone
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沈阳化工大学材料科学与工程学院沈阳 110142

Application of Chiral 1, 1'-Bi-2-naphthol Polymers in Asymmetric Epoxidation of (E)-α, β-Unsaturated Aryl Ketones

南开大学师唯/华北电力大学（保定）刘景维：二维配位聚合物中有序的亲锂冠醚位点用于无枝晶锂沉积

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通讯作者: 陈斌, bchen63@163.com