Abstract
Abstract Aminoalkyl phosphonic compounds have many interesting biological properties: they are used as herbicides, antibiotics and enzyme inhibitors. Several approaches to the preparation of α-aminophosphonic acids have been reported. One efficient method using the schiff base of diethyl amino methylphosphonate 1 has been developped, allowing alkylation at the α carbon after deprotonation using strong bases such as LDA. In our continuing program dealing with the synthesis of unusual α-aminoacids which relies on C-C bond formation by transition metal catalyzed reactions (l), we report here a method based on the palladium-promoted alkylation of diethyl aminophosphonate schiff bases 2 and 3 with n3-allyl species 5 generated in situ from the allylic derivative 4:
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