Issue 25, 2024

Enantioselective synthesis of 4-aryl-3,4-dihydrocoumarins via N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals

Abstract

4-Aryl-3,4-dihydrocoumarins are one of the most important structural motifs. Herein, we disclose an enantioselective N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals with 3-aminophenols under mild conditions. The protocol allows for the rapid preparation of 4-aryl-3,4-dihydrocoumarins in acceptable yields with good enantioselectivities. The products of this reaction could be converted into chiral diarylpropanoic acid derivatives without erosion of the enantioselectivity.

Graphical abstract: Enantioselective synthesis of 4-aryl-3,4-dihydrocoumarins via N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals

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Article information

Article type
Communication
Submitted
09 May 2024
Accepted
21 May 2024
First published
27 May 2024

Org. Biomol. Chem., 2024,22, 5101-5104

Enantioselective synthesis of 4-aryl-3,4-dihydrocoumarins via N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals

Y. Liang, Y. Gao, H. Han, L. Li and L. Liu, Org. Biomol. Chem., 2024, 22, 5101 DOI: 10.1039/D4OB00756E

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