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

doi:10.1016/S1872-2067(18)63116-X

Abstract

Abstract:

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%).

Key words: Aminopyridine ligand, Manganese, Asymmetric epoxidation, Hydrogen peroxide, Olefin

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.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(18)63116-X

https://www.cjcatal.com/EN/Y2018/V39/I9/1463

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