Issue 14, 2024

Asymmetric construction of enantioenriched furo[2,3-b]pyridines through sequential gold, palladium/phosphoric acid catalysis

Abstract

Presented herein is a multi-catalytic protocol, involving gold, palladium and phosphoric acid, which enables a relay cycloisomerisation/asymmetric [4 + 2] cycloaddition process between ynamides and carbonate of 4-hydroxy-2-cyclopentenone. Diverse furo[2,3-b]pyridine derivatives were straightforwardly constructed in a one-pot fashion with uniformly good to excellent yields and diastereo and enantioselectivities, and they can be further converted to complex heterocycles after simple derivations.

Graphical abstract: Asymmetric construction of enantioenriched furo[2,3-b]pyridines through sequential gold, palladium/phosphoric acid catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
08 Apr 2024
Accepted
19 May 2024
First published
20 May 2024

Org. Chem. Front., 2024,11, 3900-3905

Asymmetric construction of enantioenriched furo[2,3-b]pyridines through sequential gold, palladium/phosphoric acid catalysis

K. Xie, G. Zhang, B. Kong, Z. Jia, Z. Chen, G. Zhan, W. Du and Y. Chen, Org. Chem. Front., 2024, 11, 3900 DOI: 10.1039/D4QO00625A

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