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

Enantioselective catalytic ternary aminomethylation of 1-(benzyloxy)propan-2-one with 4-methyl-2-[(prop-2-en-1-yl)oxy]aniline in the presence of a chiral catalyst pseudoephedrine in an aqueous medium leads to anti/syn products – optically pure aminoketoseters of the aromatic series with high yields. The structure of the obtained compounds was confirmed by H, C NMR spectroscopy and mass spectrometry data. Diasteromeric purity (de) was determined using chiral HPLC. This reaction can also be used to form a C-C bond. The ratio of diasteroeisomers was determined depending on the temperature and the solvent used.