A chiral composite material, derived from the deposition of a chiral nickel–diamine complex via wet impregnation to MCM‐41, was shown to be an efficient heterogeneous catalyst for asymmetric 1,4‐addition reactions of 1,3‐dicarbonyl compounds with nitroalkenes, and of nitromethane with alkylidenemalonates. It was discovered that MCM‐41 enhanced the reactivity and improved the stability of the chiral nickel complex that resides within the mesoporous material.
(±)-Pregabalin, a γ-amino acid derivative, has been synthesized by utilizing flow methods. A three-step sequentialflow reaction starting from commercial isovaleraldehyde and methyl malonate proceeded smoothly with heterogeneous catalysts to afford the precursor of pregabalin in yields of 75-100 %, and a space-time yield of 52
Ac hiral composite material, derived from the deposition of ac hiral nickel-diamine complex via wet impregnation to MCM-41, was shown to be an efficient heterogeneous catalyst for asymmetric 1,4-addition reactions of 1,3-dicarbonyl compounds with nitroalkenes,a nd of nitromethane with alkylidenemalonates.I tw as discovered that MCM-41 enhanced the reactivity and improved the stability of the chiral nickel complex that resides within the mesoporous material.Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.
A catalytic system is described in which achiral Ni is immobilized on mesoporous silica material with external addition of a chiral modifier enabling continuous-flow enantioselective reactions with catalyst-packed bed reactors. Continuous-flow enantioselective 1,4-addition reactions of dimethyl malonate with nitroalkenes proceeded with cofeeding of a chiral diamine ligand, and the corresponding products were obtained in high yields with high enantioselectivities for more than 80 h with a turnover frequency of 3.1 h À 1 based on [Ni].
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