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Synfacts 2020; 16(03): 0362
DOI: 10.1055/s-0039-1691663
Peptide Chemistry
© Georg Thieme Verlag Stuttgart · New York

Synthesis of α-Amino Acids by One-Pot Oxidation and Transamination of 1,2-Diols

Contributor(s):
Hisashi Yamamoto
,
Tomohiro Hattori
Inada H, Furukawa K, Shibuya M. * Yamamoto Y. Nagoya University, Japan
One-Pot, Two-Step Synthesis of Unnatural α-Amino Acids Involving the Exhaustive Aerobic Oxidation of 1,2-Diols.

Chem. Commun. 2019;
55: 15105-15108
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Further Information

Publication History

Publication Date:
18 February 2020 (online)

 
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Key words

organocatalysis - diols - transamination - aerobic oxidation - one-pot synthesis - α-amino acids

Significance

Amino acids are a privileged class of ligand for various reactions and are useful as starting materials for the synthesis of wide range of compounds. The authors have developed a method involving aerobic oxidation followed by transamination to afford α-amino acids.


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Comment

The oxidation of 1,2-diols using nor-AZADO catalysis and subsequent transamination using phenylglycine proceeded smoothly with moderate yields in a one-pot process. Moreover, this method could be applied in a gram-scale synthesis.


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