Microbiological transformations. Part 42: A two-liquid-phase preparative scale process for an epoxide hydrolase catalysed resolution of para-bromo- α-methyl styrene oxide. Occurrence of a surprising enantioselectivity enhancement

Tetrahedron Asymmetry

Volumn 9, Issue 11, 1998, Pages 1839-1842

  Cleij, M ^a   Archelas, A ^a   Furstoss, R ^a  

^a ETABLISSEMENT FRANÇAIS DU SANG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

4 BROMO ALPHA METHYL STYRENE OXIDE; EPOXIDE HYDROLASE; IBUPROFEN; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ASPERGILLUS NIGER; ENZYME ACTIVITY; ENZYME ANALYSIS; HYDROLYSIS; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032486416     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00180-3     Document Type: Article

References (16)

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13. 10. It must be emphasised that, as a general feature for EH catalysed resolutions, some loss of enantiomeric purity for the diol produced must be accounted to the spontaneous chemical hydrolysis of the substrate, thus leading to a measured E value lower than the 'real' (enzymatic) one. However, for this particular case, spontaneous hydrolysis was found to be rather slow, i.e. about 0.6% per hour (at 27°C). Thus, the 'real' E value must be almost identical to the one measured experimentally.
14. 11. Mischitz, M.; Mirtl, C.; Saf, R.; Faber, K. Tetrahedron: Asymmetry 1996, 7, 2041-2046.
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