Tetrahedron letters

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

DLJ Clive, N Etkin

Index: Clive, Derrick L. J.; Etkin, Nola Tetrahedron Letters, 1994 , vol. 35, # 16 p. 2459 - 2462

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Citation Number: 22

Abstract

Abstract 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.

~75%

~0%

~83%

~78%

~77%

~86%

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