850427-86-0Relevant articles and documents
Nonracemic Dimethylphenyl Glycerol Ethers in the Synthesis of Physiologically Active Aminopropanols
Bredikhina,Kurenkov,Bredikhin
, p. 837 - 844 (2019/08/02)
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.
Asymmetric synthesis of aryloxypropanolamines via OsO4-catalyzed asymmetric dihydroxylation
Sayyed, Iliyas A.,Thakur, Vinay V.,Nikalje, Milind D.,Dewkar, Gajanan K.,Kotkar,Sudalai
, p. 2831 - 2838 (2007/10/03)
A simple and effective procedure for the enantioselective synthesis of several β-adrenergic blocking agents incorporating the first asymmetric synthesis of celiprolol, is described. The key steps are (i) sharpless asymmetric dihydroxylation of aryl allyl ethers to introduce chirality into the molecules and (ii) conversion of cyclic sulfates into the corresponding epoxides using a three-step procedure.