An update on the stereoselective synthesis of α-aminophosphonic acids and derivatives

摘要

Optically active α-aminoalkylphosphonic acids 1 are structural analogues of α-amino acids 2, obtained by isosteric substitution of the planar and less bulky carboxylic acid (CO2H) by a tetrahedral phosphonic acid functionality (PO3H2). Several α-aminoalkylphosphonic acids and derivatives have been isolated from natural sources, either as free amino acids or as constituents of more complex molecules. These classes of compounds are currently attracting interest in organic and medicinal chemistry, as well as in agriculture, due to their important biological and pharmacological properties. Additionally, the α-aminophosphonates have been used as key synthetic intermediates for the preparation of more complex compounds1b, and as organocatalysts.