Dynamic resolution and stereoinversion of secondary alcohols by chemo-enzymatic processes.
To overcome the maximum 50% yield limitation of classical resolution methods, deracemization processes involving a racemization step (dynamic resolution) or a prochiral intermediate (stereoinversion) have been developed. The use of transition metal complexes as racemizing agents, in combination with an enzymatic reaction, has been successfully extended to the deracemization of a number of simple or functionalized sec-alcohols. A two-enzyme process has been also investigated for their sequential or simultaneous deracemization. Other prominent results arise from an (apparently general) oxidoreduction process catalyzed by a single whole-cell microorganism.
Azerad
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Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601, Université René Descartes-Paris V, 75270 - Paris Cedex 06, France. azerad@biomedicale.univ-paris5.fr
Buisson
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D
D000438:Alcohols / Q000737:chemistry / Q000378:metabolism*; D001419:Bacteria / Q000201:enzymology; D001711:Biotransformation; D005658:Fungi / Q000201:enzymology; D008049:Lipase / Q000378:metabolism*; D008333:Mandelic Acids / Q000737:chemistry / Q000378:metabolism; D019998:Racemases and Epimerases / Q000378:metabolism*; D013237:Stereoisomerism
D000438:Alcohols; D008333:Mandelic Acids; D008049:Lipase; D019998:Racemases and Epimerases; C037938:mandelic acid