Tetrahedron

… as potential 1, 3-Dipoles.: Part 41. Azomethine ylide formation from the reactions of α-amino acids and esters with alloxan (strecker degradation) and with 1-phenyl-3- …

…, GM El-Nagger, TI El-Emary, R Grigg, SAM Metwally…

Index: Aly, Moustafa F.; El-Nagger, Galal M.; El-Emary, Talaat I.; Grigg, Ronald; Metwally, Saoud A. M.; Sivagnanam, Sasikala Tetrahedron, 1994 , vol. 50, # 3 p. 895 - 906

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Citation Number: 22

Abstract

In situ formation of imines from α-amino acids and alloxan or pyrazolin-4, 5-diones results in decarboxylation forming azomethine ylides which can be trapped as their cycloadducts with maleimides. In the absence of maleimides alloxan gives murexide and the pyrazoline-4, 5- diones give rubazonic acid derivatives. The latter are reformulated as stable azomethine ylides. Methyl glycinate reacts with a pyrazolin-4, 5-dione and maleimides to give ...