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One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

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Abstract

Herein, we report the nor-AZADO-catalyzed exhaustive aerobic oxidations of 1,2-diols to α-keto acids. Combining oxidation with transamination using DL-2-phenylglycine led to the synthesis of free α-amino acids (AAs) in one pot. This method enables the rapid and flexible preparation of a variety of valuable unnatural AAs, such as fluorescent AAs, photoactivatable AAs, and other functional AAs for bioorthogonal reactions.

Graphical abstract: One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

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Publication details

The article was received on 09 Oct 2019, accepted on 20 Nov 2019 and first published on 21 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC07889D
Chem. Commun., 2019, Advance Article

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    One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

    H. Inada, K. Furukawa, M. Shibuya and Y. Yamamoto, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC07889D

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