Photocatalytic Intramolecular Aminocarboxylation of Alkenes with Atmospheric CO <sub>2</sub> : Diastereoselective Access to β-Homoproline Derivatives

β-Homoproline derivatives are valuable scaffolds in biologically active molecules and pharmaceuticals. However, efficient methods for synthesizing α-substituted β-homoproline derivatives remain underdeveloped. We report a photoredox-catalyzed intramolecular aminocarboxylation of alkenes using atmospheric CO<sub>2</sub> under mild conditions. This transformation provides a broad range of α-substituted β-homoprolines in good to excellent yields (up to 93%) and high diastereoselectivity (up to 12:1). The synthetic utility of the products was demonstrated through various downstream transformations.

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Journal
The Journal of Organic Chemistry
Published
2025-11-22
DOI
https://doi.org/10.1021/acs.joc.5c02587
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
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article

Photocatalytic Intramolecular Aminocarboxylation of Alkenes with Atmospheric CO 2 : Diastereoselective Access to β-Homoproline Derivatives

Hohjai Lee, Hyeongyeol Oh, Seung-Chul Park, Sukwon Hong et al.
The Journal of Organic Chemistry
Carbon dioxide utilization in catalysis
article

Photocatalytic Intramolecular Aminocarboxylation of Alkenes with Atmospheric CO 2 : Diastereoselective Access to β-Homoproline Derivatives

Hohjai Lee, Hyeongyeol Oh, Seung-Chul Park, Sukwon Hong, Kai Lang, Hyungwoo Hahm
article en

Abstract

β-Homoproline derivatives are valuable scaffolds in biologically active molecules and pharmaceuticals. However, efficient methods for synthesizing α-substituted β-homoproline derivatives remain underdeveloped. We report a photoredox-catalyzed intramolecular aminocarboxylation of alkenes using atmospheric CO<sub>2</sub> under mild conditions. This transformation provides a broad range of α-substituted β-homoprolines in good to excellent yields (up to 93%) and high diastereoselectivity (up to 12:1). The synthetic utility of the products was demonstrated through various downstream transformations.

The Journal of Organic ChemistryVol. 90(48)
Gwangju Institute of Science and Technology (KR), Heilongjiang University (CN)
Openalex Percentile: Top 72%
Carbon dioxide utilization in catalysis
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Photocatalytic Intramolecular Aminocarboxylation of Alkenes with Atmospheric CO <sub>2</sub> : Diastereoselective Access to β-Homoproline Derivatives — Hohjai Lee, Hyeongyeol Oh, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS