Please use this identifier to cite or link to this item: https://doi.org/10.1021/cs400101v
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dc.titleCascade biotransformations via enantioselective reduction, oxidation, and hydrolysis: Preparation of (R)-δ-lactones from 2-alkylidenecyclopentanones
dc.contributor.authorLiu, J.
dc.contributor.authorLi, Z.
dc.date.accessioned2014-06-17T07:36:56Z
dc.date.available2014-06-17T07:36:56Z
dc.date.issued2013-05-03
dc.identifier.citationLiu, 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
dc.identifier.issn21555435
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/63565
dc.description.abstractThe 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.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1021/cs400101v
dc.sourceScopus
dc.subjectδ-lactone
dc.subjectBaeyer-Villiger oxidation
dc.subjectbioreduction
dc.subjectcascade biotransformation
dc.subjectenantioselective synthesis
dc.subjectlactone hydrolysis
dc.typeArticle
dc.contributor.departmentCHEMICAL & BIOMOLECULAR ENGINEERING
dc.description.doi10.1021/cs400101v
dc.description.sourcetitleACS Catalysis
dc.description.volume3
dc.description.issue5
dc.description.page908-911
dc.identifier.isiut000318589100016
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