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Enantioselective Aminomethylation of 1-(Benzyloxy)propan-2-one with 4-Methyl-2-[(prop-2-en-1-yl)oxy]aniline

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Abstract

Three-component enantioselective catalytic aminomethylation of 1-(benzyloxy)propan-2-one with 4-methyl-2-[(prop-2-en-1-yl)oxy]aniline in aqueous medium in the presence of pseudoephedrine as a chiral catalyst afforded the corresponding anti/syn products, optically pure amino keto ethers of the aromatic series, in high yields. The product structure was confirmed by 1H and 13C NMR and mass spectra, and their diastereo­isomeric purity (de) was determined by chiral HPLC. The described reaction can also be used to form new C–C bond.

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Funding

This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.

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  1. Azerbaijan Technical University, AZ1073, Baku, Azerbaijan

    G. M. Talybov

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  1. G. M. Talybov
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Correspondence to G. M. Talybov.

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Talybov, G.M. Enantioselective Aminomethylation of 1-(Benzyloxy)propan-2-one with 4-Methyl-2-[(prop-2-en-1-yl)oxy]aniline. Russ J Org Chem 60, 548–551 (2024). https://doi.org/10.1134/S1070428024030254

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  • DOI: https://doi.org/10.1134/S1070428024030254

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