Synfacts 2020; 16(08): 0991
DOI: 10.1055/s-0040-1707337
Peptide Chemistry
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Synthesis of Nonnatural α-Amino Acids

Contributor(s):
Hisashi Yamamoto
,
Wataru Muramatsu
Matsumoto Y, Sawamura J, Murata Y, Nishikata T. * Yazaki R. * Ohshima T. * Yamaguchi University, Ube, and Kyushu University, Fukuoka, Japan
Amino Acid Schiff Base Bearing Benzophenone Imine as a Platform for Highly Congested Unnatural α-Amino Acid Synthesis.

J. Am. Chem. Soc. 2020;
142: 8498-8505
Further Information

Publication History

Publication Date:
21 July 2020 (online)

 

Significance

Nonnatural amino acids are invaluable building blocks in synthetic organic chemistry. The authors have developed a copper-catalyzed approach for the synthesis of nonnatural α-amino acids.


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Comment

This copper-catalyzed α-alkylation reaction­ ­provides the desired α-tetrasubstituted α-amino acids in moderate to high yields. The approach­ can be applied to a diastereoselective synthesis of α-tetrasubstituted α-amino acids by using a chiral auxiliary.


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