Selectivity enhancement of epoxide hydrolase catalyzed resolution of 2, 2-disubstituted oxiranes by substrate modification

I Osprian, W Stampfer, K Faber

文献索引：Osprian, Ingrid; Stampfer, Wolfgang; Faber, Kurt Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 22 p. 3779 - 3785

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被引用次数: 14

摘要

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 ...