A new convenient synthesis of N-acyl-2-(dimethoxyphosphoryl)glycinates |
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| Authors: | Roman Mazurkiewicz Anna Ku?nik |
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| Institution: | Department of Organic and Bioorganic Chemistry and Biotechnology, Silesian University of Technology, Krzywoustego 4, PL 44-100 Gliwice, Poland |
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| Abstract: | Easily accessible N-acyl-2-triphenylphosphonioglycinate tetrafluoroborates react smoothly with trimethylphosphite in the presence of methyltriphenylphosphonium iodide to give N-acyl-2-(dimethoxyphosphoryl)glycinates in good or very good yields. The dimethoxyphosphorylglycinates may be isolated by column chromatography, or used directly for the Wadsworth-Emmons synthesis of α,β-dehydro-α-amino acids in a one-pot procedure without purification. |
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| Keywords: | N-Acyl-2-(dimethoxyphosphoryl)glycinates Wadsworth-Emmons reaction Mitsunobu reaction Michaelis-Arbuzov reaction α β-Dehydro-α-amino acids |
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