A novel method by a one-step introduction of axial chirality and sterically hindered group has been developed for facile synthesis of axially chiral styrene-type carboxylic acids. With the palladium-catalyzed C-H arylation and olefination of readily available cinnamic acid established, this transformation demonstrated excellent yield, excellent stereocontrol (up to 99% yield and 99% ee), and broad substrate scope under mild conditions. The axially chiral styrene-type carboxylic acids produced have been successfully applied to Cp*CoIII-catalyzed asymmetric C-H activation reactions, indicating their potential as chiral ligands or catalysts in asymmetric synthesis.
CITATION STYLE
Yang, C., Wu, T. R., Li, Y., Wu, B. B., Jin, R. X., Hu, D. D., … Wang, X. S. (2021). Facile synthesis of axially chiral styrene-type carboxylic acidsviapalladium-catalyzed asymmetric C-H activation. Chemical Science, 12(10), 3726–3732. https://doi.org/10.1039/d0sc06661c
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