Synthesis of α-amino acids by addition of putative azido radicals to α-methoxy acrylonitriles derived from aldehydes and ketones

α-Methoxy acrylonitriles, available from aldehydes and ketones, react with sodium azide in the presence of ceric ammonium nitrate to give azido nitrates; from these compounds, α-amino acids are obtained by sequential treatment with sodium acetate in acetic acid and then methanolic potassium carbonat...

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Bibliographic Details
Published inTetrahedron letters Vol. 35; no. 16; pp. 2459 - 2462
Main Authors Clive, Derrick L.J., Etkin, Nola
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 18.04.1994
Elsevier
Subjects
Aliphatic compounds
Chemistry
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
CHEMISTRY
ACYL CYANIDES
DERIVATIVES
Sodium Azides
α-Aminoacid
Organic azide
Aliphatic compound
Organic nitrate
Addition reaction
Enol ether
Hydrogenation
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Summary:α-Methoxy acrylonitriles, available from aldehydes and ketones, react with sodium azide in the presence of ceric ammonium nitrate to give azido nitrates; from these compounds, α-amino acids are obtained by sequential treatment with sodium acetate in acetic acid and then methanolic potassium carbonate, followed by hydrogenation. α-Methoxy acrylonitriles, available from aldehydes and ketones, react with sodium azide in the presence of ceric ammonium nitrate to give azido nitrates, which can be converted into α-amino acids.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)77143-7