Issue 28, 2015

Highly enantioselective synthesis of non-natural aliphatic α-amino acids via asymmetric hydrogenation

Abstract

By employing a rhodium–Duanphos complex as the catalyst, β-alkyl (Z)-N-acetyldehydroamino esters were smoothly hydrogenated in a highly efficient and enantioselective way. Excellent enantioselectivities together with excellent yields were achieved for a series of substrates. An efficient approach for the synthesis of the intermediate of the orally administered anti-diabetic drugs Alogliptin and Linagliptin in the DPP-4 inhibitor class was also developed.

Graphical abstract: Highly enantioselective synthesis of non-natural aliphatic α-amino acids via asymmetric hydrogenation

Supplementary files

Article information

Article type
Communication
Submitted
03 Jun 2015
Accepted
11 Jun 2015
First published
11 Jun 2015

Org. Biomol. Chem., 2015,13, 7624-7627

Author version available

Highly enantioselective synthesis of non-natural aliphatic α-amino acids via asymmetric hydrogenation

J. Ji, C. Chen, J. Cai, X. Wang, K. Zhang, L. Shi, H. Lv and X. Zhang, Org. Biomol. Chem., 2015, 13, 7624 DOI: 10.1039/C5OB01111F

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