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Single-Step Synthesis of γ‑Ketoacids through a Photoredox-Catalyzed Dual Decarboxylative Coupling of α‑Oxo Acids and Maleic Anhydrides

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posted on 2023-11-24, 00:19 authored by Alex M. Davies, Shrikant S. Londhe, Emma R. Smith, Jon A. Tunge
A photocatalytic methodology for the single step synthesis of γ-ketoacids from α-ketoacids has been developed. This method employs maleic anhydrides as traceless synthetic equivalents of acrylic acids, achieving a selective cross-coupling via a dual decarboxylative strategy, where molecular CO2 is released as the only waste byproduct. The method has also been expanded to incorporate a highly regioselective, 3-component coupling with various alcohols to access functionalized γ-ketoesters.

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