Amination of ester enolates with O-(2, 4-dinitrophenyl) hydroxylamine

AS Radhakrishna, GM Loudon…

Index: Radhakrishna,A.S. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 4836 - 4841

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Citation Number: 31

Abstract

The enolates derived from diethyl malonate and its 2-substituted analogues aminate in good yield with 0-(2, 4-dinit, rophenyl) hydroxylamine (1) as an amino-transfer reagent. The 2- aminomalonates thus produced are readily converted to the corresponding amino acids by hydrolysis and decarboxylation. As the ester enolates become more basic, less amino-group transfer is observed, although the aminating reagent 1 is converted to 2, 4-dinitrophenol in ...