Abstract
Six regioisomeric nonracemic dimethylphenyl glycerol ethers were synthesized by asymmetric dihydroxylation of the corresponding allyl dimethylphenyl ethers. The enantioselectivity of the reaction with o-methyl derivatives was lower (down to 34% ee) than with m-methylphenyl ethers (up to 86% ee). Enantiomeric 3-(3,4-dimethylphenoxy)propane-1,2-diols were used to obtain enantiomerically pure physiologically active amino alcohols and their derivatives.
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The authors thank the Joint Spectral and Analytical Center (Kazan Scientific Center, Russian Academy of Sciences) for technical support of this study.
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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 6, pp. 945–953.
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Bredikhina, Z.A., Kurenkov, A.V. & Bredikhin, A.A. Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols. Russ J Org Chem 55, 837–844 (2019). https://doi.org/10.1134/S1070428019060149
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DOI: https://doi.org/10.1134/S1070428019060149