4.8 Article

Catalytic Asymmetric Axially Chiral Allenyl C-P Bond Formation

Journal

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c04931

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Funding

  1. National Natural Science Foundation of China [21988101, 22031004]

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In this study, a palladium-catalyzed enantioselective carbon-phosphorus bond formation reaction affording axially chiral allenyl phosphonates has been developed. The reaction shows high enantioselectivity and good compatibility with a wide range of functional groups.
Chiral organophosphorous compounds are very important in catalysis, organic syntheses, and medicinal chemistry. However, catalytic enantioselective protocols for the axially chiral allenyl phosphorus compounds have never been reported. Herein, a palladium-catalyzed enantioselective carbon-phosphorus bond formation reaction affording axially chiral allenyl phosphonates has been developed. The reaction enjoys high yields and ees accommodating a wide range of functional groups. Mechanistic studies have unveiled an overwhelming kinetic resolution process.

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