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Regio- and enantioselective reduction of diketones: Preparation of enantiomerically pure hydroxy ketones catalysed by Candida parapsilosis ATCC 7330
Pula Mahajabeen,
Published in Elsevier Ltd
2015
Volume: 26
   
Issue: 20
Pages: 1167 - 1173
Abstract
Enantiomerically enriched hydroxy ketones were prepared by the reduction of the corresponding diketones with excellent enantiomeric excess (98%) and in good yields (up to 75%) using whole cells of Candida parapsilosis ATCC 7330. Cyclic diketones, such as 1,2-cyclohexanedione and 1,4-cyclohexanedione, resulted in hydroxy ketones as products. Cyclohexane-1,3-dione and 5,5-dimethylcyclohexane-1,3-dione gave dimerised products, such as 2,2′-(ethane-1,1-diyl)bis(3-hydroxycyclohex-2-enone) and 2,2′-(ethane-1,1-diyl)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) with acetaldehyde generated in situ from whole cells of Candida parapsilosis ATCC 7330, which is reported here for the first time. © 2015 Elsevier Ltd. All rights reserved.
About the journal
JournalData powered by TypesetTetrahedron Asymmetry
PublisherData powered by TypesetElsevier Ltd
ISSN09574166
Open AccessNo
Concepts (17)
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    Acetaldehyde
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    Cyclohexane derivative
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    Diketone
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    KETOL
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    Ketone
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    Article
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    Biocatalyst
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    Biotransformation
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    CANDIDA PARAPSILOSIS
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    Catalysis
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    Enantiomer
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    Enantioselectivity
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    FUNGAL CELL
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    Nonhuman
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    Priority journal
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    Reduction
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    Whole cell