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

Taro Tsuji, Takafumi Tanaka, Tsukushi Tanaka, Ryo Yazaki, Takashi Ohshima

Research output: Contribution to journalArticle

Abstract

We developed a catalytic aerobic method to synthesize α,α-disubstituted α-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 α-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.

Original languageEnglish
Pages (from-to)4164-4170
Number of pages7
JournalOrganic letters
Volume22
Issue number11
DOIs
Publication statusPublished - Jun 5 2020

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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