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Resolution of Atropisomeric Cyclic Catechol Monoether O‑Sulfate Esters by a Molluscan Sulfatase
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https://doi.org/10.1021/acsomega.7b01899Abstract
Atropisomeric cyclic catechol ethers are notoriously difficult to resolve by classical chiral phase high-performance liquid chromatography. Here, we show the first application of sulfatase enzymes for the kinetic resolution of O-sulfato-catechol ethers with enantioselectivities ranging from 30 to 65% ee, as determined by preparation of their Marfey's ether derivatives. Substrate-structure dependence was briefly explored.
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