Chemoenzymatic synthesis of α-halogeno-3-octanol and 4- or 5-nonanols. Application to the preparation of chiral epoxides |
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Authors: | Pascale Besse Tania Sokoltchik Henri Veschambre |
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Institution: | Laboratoire de Synthèse, Electrosynthèse et Etude de Systèmes à Intérêt Biologique, UMR 6504 du CNRS, Université Blaise Pascal, 63177 Aubière Cedex, France |
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Abstract: | A study of the microbiological reduction of different α-halogenoketones (4-chloro-3-octanone, 4-chloro-5-nonanone, 5-bromo-4-nonanone and 5-chloro-4-nonanone) with several strains of microorganism showed great difficulty in reducing ketone functions located in the middle of carbon chains. However, by choosing the appropriate microorganism, several enantiomerically pure diastereoisomers of the corresponding halohydrins have been obtained and were transformed into chiral epoxides. |
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