Abstract
Abstract Aminovinylphosphites of Z-configuration R2″PO-CR═CH-NR2' are formed in the reaction of α-aminoketones RCOCH2NR2' and chlorophosphites with the use of triethylamine as a base. The high stereoselectivity of this process is due to the preliminary coordination of phosphorus chloride to the amino group of the substrate and the following intramolecular rearrangement in the complex with the simultaneous evolution of the salt of hydrogen chloride with triethylamine. A thermodynamic study of the complex formation between reactants in the first stage of the above mentioned process supports this idea.
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