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Citation: Wenfang Wang, Qiangsheng Sun, Chungu Xia, Wei Sun. Enantioselective epoxidation of olefins with hydrogen peroxide catalyzed by bioinspired aminopyridine manganese complexes derived from L-proline[J]. Chinese Journal of Catalysis, ;2018, 39(9): 1463-1469. doi: 10.1016/S1872-2067(18)63116-X shu

Enantioselective epoxidation of olefins with hydrogen peroxide catalyzed by bioinspired aminopyridine manganese complexes derived from L-proline

a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;
b University of Chinese Academy of Sciences, Beijing 100049, China

Received Date: 26 March 2018
Revised Date: 22 May 2018

Fund Project: This work was supported by the National Natural Science Foundation of China (21473226, 21773273), Key Research Program of Frontier Sciences, CAS (QYZDJ-SSW-SLH051), and Natural Science Foundation of Jiangsu Province (BK20170420).

Three chiral aminopyridine ligands derived from L-proline were prepared. Careful evaluation of the corresponding aminopyridine manganese complexes in asymmetric epoxidation of olefins revealed a broad substrate scope in the presence of 0.2 mol% manganese complex and 0.5 equiv. 2,2-dimethylbutyric acid, with aqueous hydrogen peroxide as an oxidant. A variety of olefins including styrenes, chromenes, and cinnamamides were transformed successfully into the target epoxides with moderate to excellent enantioselectivity (yield up to 95%, ee up to 99%).
- Aminopyridine ligand,
- Manganese,
- Asymmetric epoxidation,
- Hydrogen peroxide,
- Olefin
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