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Ni-Catalyzed Asymmetric Hydrogenation of Aromatic Ketoacids for the Synthesis of Chiral Lactones.

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A highly efficient Ni-catalyzed asymmetric hydrogenation of aromatic γ- and δ-ketoacids has been developed, affording a series of γ- and δ-aryl lactones in high yields and excellent enantioselectivities (≤98% ee).… Click to show full abstract

A highly efficient Ni-catalyzed asymmetric hydrogenation of aromatic γ- and δ-ketoacids has been developed, affording a series of γ- and δ-aryl lactones in high yields and excellent enantioselectivities (≤98% ee). The hydrogenation could occur smoothly on a gram scale with 0.05 mol % catalyst loading (S/C = 2000). This protocol provides an efficient and practical approach for accessing chiral lactones with important potential applications in organic synthesis and the pharmaceutical industry.

Keywords: aromatic ketoacids; hydrogenation; asymmetric hydrogenation; catalyzed asymmetric; hydrogenation aromatic; chiral lactones

Journal Title: Organic letters
Year Published: 2022

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