New strategy for the synthesis of functionalized phosphonic acids

Abstract

Various approaches leading to mono-, di-and poly-functionalized phosphonates as well as phosphoryl heterocycles were reported for the systematic study of relationship between chemical structure and biological activities of this most important class of organophosphorus compounds.

Comparison of Chiral Separations of Aminophosphonic Acids and Their Aminocarboxylic Acid Analogs Using a Crown Ether Column

“…Aminophosphonic acids compete with their amino acid counterparts for the active sites of enzymes . Other applications of aminophosphonic acids include their use as agrochemicals and as pharmaceutical products …”

Preparation of 5‐Membered Rings via Radical Addition‐ Translocation‐Cyclization (RATC) Processes Mediated by Diethyl Thiophosphites

“…Phosphonates show neurotoxic activity, and they have found applications as antibiotics, herbicides, blood pressure regulators, antiviral and anticancer agents 2. Therefore, the formation of carbon‐phosphorus bonds has attracted the attention of synthetic chemists for a long time 3. The main ionic procedures known to date are the well‐known Michaelis–Arbuzov rearrangement,4 as well as the Kabachnik–Fields5 and Pudovik6 reactions.…”

Facile and Efficient Asymmetric Synthesis of α‐Aminoalkylphosphonic Acids

“…Since the absolute configuration of these chiral molecules has remarkable influence on their bioactivities, investigation on the asymmetric synthesis of aminophosphonic acids aroused interests of organic chemists. [1][2][3] Among several methods reported from our laboratory for the asymmetric synthesis of amino alkylphosphonic acids and their derivatives, [4][5][6][7] the method based on the usage of S-2-anilinomethylpyrrolidine as the chiral auxiliary is particularly interesting, since the latter could be prepared easily from commercially available glutamic acid. 8 Though the method gave fair chemical and enantiomeric yield, further improvement seemed necessary.…”