Aza-BODIPY-Based Bifunctional Photocatalyst for Red-Light-Driven Asymmetric Hydroxylation of β‑Ketoesters

Yonghong Guo; Jiayi Zhao; Bing Zu; Chuan He

doi:10.1055/a-2402-6757

Synthesis, Table of Contents

Synthesis 2025; 57(04): 740-747
DOI: 10.1055/a-2402-6757

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Aza-BODIPY-Based Bifunctional Photocatalyst for Red-Light-Driven Asymmetric Hydroxylation of β‑Ketoesters

Yonghong Guo‡

^aKey Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Materials Science, Hebei University, Baoding 071002, P. R. of China

,

Jiayi Zhao‡

^bShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China

,

Bing Zu

^bShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China

,

Chuan He ∗

^bShenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P. R. of China

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Abstract

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Abstract

A novel bifunctional photocatalyst combining an aza-BODIPY and a chiral oxazoline has been developed. This photocatalyst enables the asymmetric hydroxylation of β‑ketoesters under an oxygen atmosphere and irradiation with 18-W red LEDs. This procedure offers a convenient and potentially general approach to obtain enantioenriched α-hydroxy-β-dicarbonyl products. The results reported in this manuscript demonstrate the promise of this new organic photocatalyst design and will help expand the application of BODIPY-based chiral photocatalysts.

Key words

bifunctional photocatalyst - aza-BODIPY - asymmetric catalysis - β‑ketoesters - red-light photocatalysis

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References

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