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

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Abstract

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 1H, 13C 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.

About the authors

G. M Talybov

Azerbaijan Technical University

Email: gtalibov61@gmail.com
ORCID iD: 0000-0001-6251-2974
Baku, Azerbaijan

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