title: Stereoselective Synthesis of α-Amino-C-phosphinic Acids and Derivatives.
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.
authors: Secretaría Académica, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. jlvc@uaem.mx.
authors: José Luis
authors: JL
authors: Viveros-Ceballos
authors: Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. palacios@uaem.mx.
authors: Mario
authors: M
authors: Ordóñez
authors: Departamento de Química Orgánica, Universidad de Zaragoza-CSIC, ISQCH, 50009 Zaragoza, Spain. jsayago@unizar.es.
authors: Francisco J
authors: FJ
authors: Sayago
authors: Departamento de Química Orgánica, Universidad de Zaragoza-CSIC, ISQCH, 50009 Zaragoza, Spain. cativiela@unizar.es.
authors: Carlos
authors: C
authors: Cativiela
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D010721:Phosphinic Acids / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D010721:Phosphinic Acids
keywords: biological activity; stereoselective synthesis; α-amino acids; α-amino-C-phosphinates; α-amino-C-phosphinic acids