New opinions on the amidoalkylation of hydrophosphorylic compounds |
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Authors: | Maxim E Dmitriev |
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Institution: | Institute of Physiologically Active Compounds, Severny pr., 1, Chernogolovka, Moscow Region 142432, Russia |
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Abstract: | A new and milder version of the procedure for the synthesis of N-protected α-aminoalkylphosphorylic compounds by reaction of alkyl carbamates, aldehydes and hydrophosphorylic compounds in acetic anhydride/acetyl chloride and a new mechanism for this type of reaction are described. The isolation, for the first time, of N,N′-benzylidene- and N,N′-alkylidenebiscarbamates as intermediates from the reaction medium and studies of the direct reaction of pre-obtained biscarbamates and hydrophosphorylic compounds in acetic anhydride are reported. A new version of the mechanism for this reaction which includes an Arbuzov-type reaction is proposed. |
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Keywords: | Oleksyszyn reaction Alkylidenebiscarbamates N-Alkoxycarbonylimine cation |
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