Facile synthesis of axially chiral styrene-type carboxylic acidsviapalladium-catalyzed asymmetric C-H activation

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Abstract

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.

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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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