Electroorganocatalytic asymmetric Diels–Alder cycloaddition of hydroquinones with α,β-unsaturated aldehydes

The concept of combining asymmetric aminocatalysis with electrochemistry remains underexplored. Herein, we report an electrochemically driven Diels-Alder cycloaddition reaction of substituted hydroquinones with a series of enals activated by a TMS-protected prolinol catalyst, leading to optically active products with high yields and perfect enantiomeric ratios up to 99 : 1 e.r.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc00505a
Citations
4
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
3.74

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article

Electroorganocatalytic asymmetric Diels–Alder cycloaddition of hydroquinones with α,β-unsaturated aldehydes

Dominika Pomikło, Anna Albrecht, Lesław Sieroń, Krzysztof Romaniuk
4 citations
Chemical Communications
Radical Photochemical Reactions
3.74
article

Electroorganocatalytic asymmetric Diels–Alder cycloaddition of hydroquinones with α,β-unsaturated aldehydes

Dominika Pomikło, Anna Albrecht, Lesław Sieroń, Krzysztof Romaniuk
article en
4 citations

Abstract

The concept of combining asymmetric aminocatalysis with electrochemistry remains underexplored. Herein, we report an electrochemically driven Diels-Alder cycloaddition reaction of substituted hydroquinones with a series of enals activated by a TMS-protected prolinol catalyst, leading to optically active products with high yields and perfect enantiomeric ratios up to 99 : 1 e.r.

Chemical CommunicationsVol. 61(36)
Lodz University of Technology (PL), Institute of Organic Chemistry (PL)
Narodowym Centrum Nauki
Responsible consumption and production
Openalex Percentile: Top 8%
Radical Photochemical Reactions
3.74
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