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

Chem Commun (Camb)

Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Łódź, Poland.

Published: April 2025


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Article 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.

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http://dx.doi.org/10.1039/d5cc00505aDOI Listing

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