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Enantioselective α-chlorination of β-keto esters and amides catalyzed by chiral imidodiphosphoric acids

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Abstract Chiral imidodiphosphoric acids were employed as catalysts for the enantioselective α-chlorination of β-keto esters and amides using NCS as the chlorine source, providing a series of optically active products… Click to show full abstract

Abstract Chiral imidodiphosphoric acids were employed as catalysts for the enantioselective α-chlorination of β-keto esters and amides using NCS as the chlorine source, providing a series of optically active products with good to high enantioselectivities (74–95% ee) and excellent yields (92–99%). This represents the first report of the Bronsted acid catalyzed enantioselective α-chlorination of cyclic β-keto derivatives.

Keywords: chiral imidodiphosphoric; chlorination; chlorination keto; enantioselective chlorination; imidodiphosphoric acids

Journal Title: Tetrahedron Letters
Year Published: 2018

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