Pd/NHC sequentially catalyzed atroposelective synthesis of planar-chiral macrocycles

Planar-chiral macrocycles play a pivotal role in host-guest chemistry and drug discovery. However, compared with the synthesis of other types of chiral compounds, the asymmetric construction of planar-chiral macrocycles still remains a forbidding challenge. Herein, we report a sequential palladium a...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2024-11, Vol.15 (46), p.19599-1963
Main Authors: Yang, Gongming, Liu, Shangde, Ji, Shujie, Wu, Xingsen, Wang, Jian
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Functional groups
Palladium
Supramolecular compounds
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Summary:Planar-chiral macrocycles play a pivotal role in host-guest chemistry and drug discovery. However, compared with the synthesis of other types of chiral compounds, the asymmetric construction of planar-chiral macrocycles still remains a forbidding challenge. Herein, we report a sequential palladium and N-heterocyclic carbene catalysis to build planar-chiral macrocycles. This protocol features broad scope and good functional group tolerance, and allows a rapid assembling of planar-chiral macrocycles with excellent enantioselectivities. The unprecedented non-enzymatically atroposelective synthesis of planar-chiral macrocycles via a Pd/NHC sequential catalytic intermolecular macrocyclization is reported.
ISSN:2041-6520
2041-6539
DOI:10.1039/d4sc05482b