Enzyme-Catalyzed\nDynamic Kinetic Resolution for the\nAsymmetric Synthesis of 2,3-Dihydrobenzofuran Esters and Evaluation\nof Their Anti-inflammatory Activity

Utilizing enzymes as biocatalysts, an alternative strategy\nhas\nbeen developed for the highly enantioselective synthesis of chiral\n2,3-dihydrobenzofuran (2,3-DHB) esters via the dynamic kinetic resolution\nof 2,3-dihydro-3-benzofuranols, which are generated from an intramolecular\nAldol reaction. This protocol provides easy access to a series of\n2,3-DHB ester derivatives, prodrugs, and allows for functional group\ntransformations. Biological evaluation also indicates that some of\nthe products exhibit potent anti-inflammatory activity.

Publication Details

Journal
Figshare
Published
2024-12-11
DOI
https://doi.org/10.1021/acs.orglett.4c04242.s001
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.00
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article

Enzyme-Catalyzed\nDynamic Kinetic Resolution for the\nAsymmetric Synthesis of 2,3-Dihydrobenzofuran Esters and Evaluation\nof Their Anti-inflammatory Activity

Figshare
Cyclopropane Reaction Mechanisms
article

Enzyme-Catalyzed\nDynamic Kinetic Resolution for the\nAsymmetric Synthesis of 2,3-Dihydrobenzofuran Esters and Evaluation\nof Their Anti-inflammatory Activity

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Abstract

Utilizing enzymes as biocatalysts, an alternative strategy\nhas\nbeen developed for the highly enantioselective synthesis of chiral\n2,3-dihydrobenzofuran (2,3-DHB) esters via the dynamic kinetic resolution\nof 2,3-dihydro-3-benzofuranols, which are generated from an intramolecular\nAldol reaction. This protocol provides easy access to a series of\n2,3-DHB ester derivatives, prodrugs, and allows for functional group\ntransformations. Biological evaluation also indicates that some of\nthe products exhibit potent anti-inflammatory activity.

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Cyclopropane Reaction Mechanisms
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Enzyme-Catalyzed\nDynamic Kinetic Resolution for the\nAsymmetric Synthesis of 2,3-Dihydrobenzofuran Esters and Evaluation\nof Their Anti-inflammatory Activity · Figshare (2024) | TGRS Research Map | TGRS