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Nickel-Catalyzed Asymmetric Decarboxyarylation with NHP Esters of a-Amino Acid to Chiral Benzylamines

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ORGANIC LETTERS
卷 25, 期 38, 页码 6964-6968

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c02431

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A new method utilizing nickel catalysis has been established for the synthesis of chiral benzylamines via asymmetric decarboxyarylation of NHP esters. The method demonstrates excellent catalytic efficiency, high enantioselective control, mild reaction conditions, and good functional group tolerance, making it suitable for late-stage modification of pharmaceuticals.
A nickel-catalyzed asymmetric decarboxyarylation of NHP esters via reductive cross-coupling has been established. Utilizing the NHP of amino acid esters as radical precursors furnishes a new protocol in which structurally diverse chiral benzylamines could be accessible. This method has demonstrated excellent catalytic efficiency, high enantioselective control, mild conditions, and good functional group tolerance, thus enabling the late-stage modification of bioactive molecules and pharmaceuticals.

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