Lipase-catalyzed enantiomeric separation of 1-aryloxy-3-thiocyanatopropan-2-ols: an attempt to prepare optically active thiiranes
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Add time:08/16/2019 Source:sciencedirect.com
Opening of the epoxide ring of several arylglycidyl ethers with thiocyanato anion followed by acetylation yielded racemic mixtures of 1-aryloxy-3-thiocyanato-propan-2-yl acetates. A lipase-catalyzed hydrolysis of the acetates resulted in the separation of the enantiomers. The unstable, optically active (S)-1-aryloxy-3-thiocyanatopropan-2-ols, were converted into the corresponding 2-aryloxymethyl thiiranes, which instantly polymerized to yield the optically active oligomers.
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