4.8 Article

Catalytic Aerobic Cross-Dehydrogenative Coupling of Azlactones en Route to α,α-Disubstituted α-Amino Acids

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ORGANIC LETTERS
卷 22, 期 11, 页码 4164-4170

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01248

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  1. JSPS KAKENHI [JP15H05846, JP18H04263, JP17H03972, JP19K22501]
  2. AMED [JP19am0101091]
  3. JSPS
  4. Takeda Science Foundation

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We developed a catalytic aerobic method to synthesize alpha,alpha-disubstituted alpha-amino acids through cross-dehydrogenative coupling of azlactones. Combining an iron catalyst with a bisoxazolidine ligand resulted in high catalytic performance, and cross-coupling with an indole proceeded smoothly under aerobic conditions. A wide variety of alpha-aryl and aliphatic amino acid derived azlactones were applied to the present catalysis. In addition, a quaternary carbon could be constructed using oxindole and benzofuranone under aerobic conditions.

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