Selectivity enhancement of epoxide hydrolase catalyzed resolution of 2, 2-disubstituted oxiranes by substrate modification
I Osprian, W Stampfer, K Faber
Index: Osprian, Ingrid; Stampfer, Wolfgang; Faber, Kurt Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 22 p. 3779 - 3785
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Citation Number: 14
Abstract
A series of (±)-2, 2-disubstituted oxiranes bearing an alkene or alkyne functional group were resolved by bacterial epoxide hydrolases with excellent selectivities. The presence of a carbon–carbon double or triple bond furnished a highly flexible system for substrate modification, which allowed the enantioselectivity to be tuned by rational substrate modification. Thus, a significant selectivity enhancement of more than a ten-fold increase ...
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