Biocatalytically\nGenerated Library of Chiral Building\nBlocks Containing a Quaternary Stereocenter

A biocatalytic strategy for the preparation of a small\nlibrary\nof compounds containing a quaternary chiral center is described. By\napplying halohydrin dehalogenases, four racemic 2,2-disubstituted\nepoxides were converted in the presence of four nucleophiles to 14\nchiral products in yields of 21–47% with 74 to >99% <i>ee</i>. The obtained set of building blocks, which hold diverse\nfunctional groups, can be modified to form many high-value organic\nmolecules for use in medicinal chemistry and other areas.

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Publication Details

Journal
Figshare
Published
2024-12-03
DOI
https://doi.org/10.1021/acs.orglett.4c03399.s001
Primary Topic
Enzyme Catalysis and Immobilization
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article
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article

Biocatalytically\nGenerated Library of Chiral Building\nBlocks Containing a Quaternary Stereocenter

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Enzyme Catalysis and Immobilization
article

Biocatalytically\nGenerated Library of Chiral Building\nBlocks Containing a Quaternary Stereocenter

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Abstract

A biocatalytic strategy for the preparation of a small\nlibrary\nof compounds containing a quaternary chiral center is described. By\napplying halohydrin dehalogenases, four racemic 2,2-disubstituted\nepoxides were converted in the presence of four nucleophiles to 14\nchiral products in yields of 21–47% with 74 to >99% <i>ee</i>. The obtained set of building blocks, which hold diverse\nfunctional groups, can be modified to form many high-value organic\nmolecules for use in medicinal chemistry and other areas.

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Ruđer Bošković Institute (HR)
Openalex Percentile: Top 76%
Enzyme Catalysis and Immobilization
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Biocatalytically\nGenerated Library of Chiral Building\nBlocks Containing a Quaternary Stereocenter · Figshare (2024) | TGRS Research Map | TGRS