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Molecules 2016, 21(9), 1141; doi:10.3390/molecules21091141

Stereoselective Synthesis of α-Amino-C-phosphinic Acids and Derivatives

1
Secretaría Académica, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico
2
Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico
3
Departamento de Química Orgánica, Universidad de Zaragoza-CSIC, ISQCH, 50009 Zaragoza, Spain
*
Authors to whom correspondence should be addressed.
Academic Editor: György Keglevich
Received: 27 July 2016 / Revised: 25 August 2016 / Accepted: 25 August 2016 / Published: 29 August 2016
(This article belongs to the Special Issue Recent Advances in Organophosphorus Chemistry)

Abstract

α-Amino-C-phosphinic acids and derivatives are an important group of compounds of synthetic and medicinal interest and particular attention has been dedicated to their stereoselective synthesis in recent years. Among these, phosphinic pseudopeptides have acquired pharmacological importance in influencing physiologic and pathologic processes, primarily acting as inhibitors for proteolytic enzymes where molecular stereochemistry has proven to be critical. This review summarizes the latest developments in the asymmetric synthesis of acyclic and phosphacyclic α-amino-C-phosphinic acids and derivatives, following in the first case an order according to the strategy used, whereas for cyclic compounds the nitrogen embedding in the heterocyclic core is considered. In addition selected examples of pharmacological implications of title compounds are also disclosed. View Full-Text
Keywords: α-amino-C-phosphinic acids; α-amino-C-phosphinates; α-amino acids; stereoselective synthesis; biological activity α-amino-C-phosphinic acids; α-amino-C-phosphinates; α-amino acids; stereoselective synthesis; biological activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Viveros-Ceballos, J.L.; Ordóñez, M.; Sayago, F.J.; Cativiela, C. Stereoselective Synthesis of α-Amino-C-phosphinic Acids and Derivatives. Molecules 2016, 21, 1141.

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