Beilstein J. Org. Chem.2015,11, 1418–1424, doi:10.3762/bjoc.11.153
-phosphinylation or α-phosphinoylation of 1-(N-acylamino)alkylphosphonates, that, in turn, are easily accessible from N-acyl-α-amino acids. Effective electrophilic activation of the α-position of 1-(N-acetylamino)alkylphosphonates was achieved by electrochemicalα-methoxylation of these compounds in methanol
acid phosphorus analogues; electrochemicalα-methoxylation; 1-phosphinoylalkylphosphonate; 1-phosphinylalkylphosphonate; Introduction
α-Aminophosphonic and α-aminophosphinic acids, as phosphorus analogues and bioisosters of α-amino acids, exhibit a variety of important biological properties [1][2][3
alkoxylation or aryloxylation of this position [20][29][30].
As we demonstrated, electrophilic activation of the α-carbon of 1-aminophosphonates can easily be achieved by electrochemicalα-methoxylation of these compounds in methanol, mediated with NaCl (Scheme 1, Table 2). α-Methoxylations were carried out in