DONOR-ACCEPTOR N-]P INTERACTION AND ITS EFFECT ON THE PHOSPHORYLATIONOF ALPHA-AMINOKETONES

Aminovinylphosphites of Z-configuration R(2)('')PO-CR=CH-NR(2)(') are formed in the reaction of alpha-aminoketones RCOCH(2)NR(2)(') and chlo rophosphites with the use of triethylamine as a base. The high stereos electivity of this process is due to the preliminary coordination of p hosphorus chloride to the amino group of the substrate and the followi ng intramolecular rearrangement in the complex with the simultaneous e volution of the salt of hydrogen chloride with triethylamine. A thermo dynamic study of the complex formation between reactants in the first stage of the above mentioned process supports this idea.