Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols

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 )....

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Bibliographic Details
Published in:Russian journal of organic chemistry 2019-06, Vol.55 (6), p.837-844
Main Authors: Bredikhina, Z. A., Kurenkov, A. V., Bredikhin, A. A.
Format: Article
Language:English
Subjects:
Alcohols
Chemistry
Chemistry and Materials Science
Derivatives
Diols
Enantiomers
Ethers
Glycerol
Organic Chemistry
Review
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Summary: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.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428019060149