Stereoelectronic influence of fluorine in enzyme resolutions of α-fluoroesters
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 1,p. 3-4
- https://doi.org/10.1039/p29940000003
Abstract
The very high enantioselectivity demonstrated by two different lipase enzymes towards α-fluoroesters is shown from quantitative PM3 and ab initio 6-31G* SCF-MO calculations to arise from stereoelectronic factors, which are predicted to be reduced when the diastereoisomeric transition states are modelled in the condensed aqueous phase.Keywords
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