Issue 28, 2024

Organocatalytic enantioselective decarboxylative protonation of α-alkyl-α-aryl malonate monoesters

Abstract

In contrast to the well-established enzymatic enantioselective decarboxylative protonation (EDP), the corresponding chemocatalytic reactions of acyclic malonic acid derivatives remain challenging. Herein, we developed a biomimetic EDP of α-alkyl-α-aryl malonate monoesters using a chiral 1,2-trans-diaminocyclohexane-based N-sulfonamide as an organocatalyst. The method demonstrates excellent chemical yields, good enantioselectivity, mild reaction conditions, and the generation of only CO2 as waste.

Graphical abstract: Organocatalytic enantioselective decarboxylative protonation of α-alkyl-α-aryl malonate monoesters

Supplementary files

Article information

Article type
Communication
Submitted
10 Dec 2023
Accepted
06 Mar 2024
First published
09 Mar 2024

Chem. Commun., 2024,60, 3854-3857

Organocatalytic enantioselective decarboxylative protonation of α-alkyl-α-aryl malonate monoesters

C. Guo, J. Chen, W. Liu, H. Mei, J. Meng and J. Chen, Chem. Commun., 2024, 60, 3854 DOI: 10.1039/D3CC06018G

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