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Enantioselective Aminomethylation of 1-(Benzyloxy)propan-2-one with 3-[(Pent-2-yn-1-yl)oxy]aniline

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Abstract

Enantioselective aminomethylation of 1-(benzyloxy)propan-2-one with 3-[(pent-2-yn-1-yl)oxy]­aniline and aliphatic aldehydes in the presence of pseudoephedrine as a chiral catalyst afforded the corre­sponding Mannich type condensation products as mixtures of (3R,4R) and (3R,4S) diastereoisomers at ratios of 3:1 to 5:1 in 57–63% yields with a high diastereoisomer excess.

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Authors and Affiliations

  1. Azerbaijan Technical University, 1073, 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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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 6, pp. 815–818 https://doi.org/10.31857/S0514749223060113.

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Talybov, G.M. Enantioselective Aminomethylation of 1-(Benzyloxy)propan-2-one with 3-[(Pent-2-yn-1-yl)oxy]aniline. Russ J Org Chem 59, 1071–1073 (2023). https://doi.org/10.1134/S1070428023060155

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  • DOI: https://doi.org/10.1134/S1070428023060155

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