STEREOELECTRONIC INFLUENCE OF FLUORINE IN ENZYME RESOLUTIONS OF ALPHA-FLUOROESTERS

被引:17
作者
OHAGAN, D [1 ]
RZEPA, HS [1 ]
机构
[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1994年 / 01期
关键词
D O I
10.1039/p29940000003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The very high enantioselectivity demonstrated by two different lipase enzymes towards alpha-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.
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页码:3 / 4
页数:2
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