Abstract
Utilizing enzymes as biocatalysts, an alternative strategy has been developed for the highly enantioselective synthesis of chiral 2,3-dihydrobenzofuran (2,3-DHB) esters via the dynamic kinetic resolution of 2,3-dihydro-3-benzofuranols, which are generated from an intramolecular Aldol reaction. This protocol provides easy access to a series of 2,3-DHB ester derivatives, prodrugs, and allows for functional group transformations. Biological evaluation also indicates that some of the products exhibit potent anti-inflammatory activity.
MeSH terms
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Animals
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Anti-Inflammatory Agents* / chemical synthesis
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Anti-Inflammatory Agents* / chemistry
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Anti-Inflammatory Agents* / pharmacology
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Benzofurans* / chemical synthesis
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Benzofurans* / chemistry
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Benzofurans* / pharmacology
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Biocatalysis
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Catalysis
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Esters* / chemistry
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Esters* / pharmacology
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Kinetics
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Molecular Structure
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Stereoisomerism
Substances
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Benzofurans
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Esters
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Anti-Inflammatory Agents
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Anti-Inflammatory Agents, Non-Steroidal