Abstract
Microbial reduction of ethyl 1-benzyl-3-oxo-piperidine-4-carboxylate by the majority of evaluated microorganisms gave the ethyl cis-(3 R,4 R)-1-benzyl-3 R-hydroxy-piperidine-4 R-carboxylate as the major product in high diastereo- and enantioselectivities. The 3 R,4 R-hydroxy ester was produced in 97.4% diastereomeric excess (de) and 99.8% enantiomeric excess (ee) by Candida parapsilosis SC16347, while 99.5% de and 98.2% ee were obtained from reduction by Pichia methanolica SC16415. A few of the evaluated microorganisms gave 10–40% of the ethyl trans-(3 R,4 S)-1-benzyl-3 R-hydroxy-piperidine-4 S-carboxylate as the minor product.
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