Please use this identifier to cite or link to this item: https://doi.org/10.1021/cs400101v
Title: Cascade biotransformations via enantioselective reduction, oxidation, and hydrolysis: Preparation of (R)-δ-lactones from 2-alkylidenecyclopentanones
Authors: Liu, J.
Li, Z. 
Keywords: δ-lactone
Baeyer-Villiger oxidation
bioreduction
cascade biotransformation
enantioselective synthesis
lactone hydrolysis
Issue Date: 3-May-2013
Source: Liu, J., Li, Z. (2013-05-03). Cascade biotransformations via enantioselective reduction, oxidation, and hydrolysis: Preparation of (R)-δ-lactones from 2-alkylidenecyclopentanones. ACS Catalysis 3 (5) : 908-911. ScholarBank@NUS Repository. https://doi.org/10.1021/cs400101v
Abstract: The first cascade biotransformation involving enantioselective reduction of a C=C double bond, Baeyer-Villiger oxidation, and lactone hydrolysis was developed as a green and sustainable tool for synthesizing enantiopure δ-lactones. One-pot cascade biotransformations were achieved with Acinetobacter sp. RS1 containing a novel enantioselective reductase and an enantioselective lactone hydrolase and Escherichia coli coexpressing cyclohexanone monooxygenase and glucose dehydrogenase, converting easily available 2-alkylidenecyclopentanones 1-2 into the corresponding valuable flavors and fragrances (R)-δ-lactones 5-6 in high ee. The one-pot synthesis is better than the reported two-step preparation. This concept is useful in developing other redox cascades with the substrates containing C=C double bond. © 2013 American Chemical Society.
Source Title: ACS Catalysis
URI: http://scholarbank.nus.edu.sg/handle/10635/63565
ISSN: 21555435
DOI: 10.1021/cs400101v
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