Phosphorus acid amphiphiles / (α-Aminoalkyl)phosphonic acids / Carboxyalkyl (α-aminoalkyl)phosphonic acid monoesters / Spirophosphorane / Pudovik reaction The addition reaction between the P-H bond of pot hydrolysis of these P-C bond spirophosphoranes readily proceeds either at room temperature in the presence of moist tetraoxyspirophosphoranes 1-2 and long-chain imines 3a-h (decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, and oleyl solvents to give the corresponding carboxyalkyl (αaminoalkyl)phosphonic acid monoesters 6a-h and 7e, or the imines) occurs instantaneously at room temperature. It is diastereoselective, and quantitatively leads to the reaction may be carried out in the presence of 20% aqueous hydrochloric acid under reflux, to afford the free (α-corresponding (α-aminoalkyl)spirophosphoranes 4a-h and 5e. The influence of the pentacoordinated phosphorus atom aminoalkyl)phosphonic acid amphiphiles 8a-h in high yields.
In contrast to their sodium salts, these single-and double-on the stereoselectivity of the Pudovik reaction might be attributed to the involvement of the rigid spirophosphoranide chained free and monoester phosphonic acid amphiphiles exist as zwitterions and are not soluble in water. (P V ) intermediate in the addition reaction. Selective and onedrolytic cleavage of diester precursors, partial esterification [a]