Azidocarboxylic ester

Aziridine-2-carboxylic acid residues in peptides are isomerized with Nal and acetone to the corresponding dehydro-amino-acid component. p-Hydroxy-amino-acids are effectively dehydrated by NiV -carbonyldi-imidazole to give the corresponding dehydro-amino-acids. 2-Azidocarboxylic esters (286) are effectively converted into A-acetyldehydro-a-amino-acid esters (287) (Scheme 141) 4oa Esters of A-acyl-2-(diethoxyphosphoryl)glycine have been used in the synthesis of dehydro-amino-acid esters. ... 

One-pot synthesis of aziridinyl ketones including the initial dipolar addition of azides to the ethylene bond with subsequent elimination of the nitrogen by photolysis is also possible [55, 56]. For example, in the case of azidocarboxylic acid ethyl ester 35,2-oxo-7-azabicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester 37 was synthesized via the formation of the cycloadduct 36 [55] (Scheme 1.10). 

Via intermediates a-Aminocarboxylic acids from a-azidocarboxylic acid esters s. 17, 498... 

Azidoazomethine-tetrazole tautomerism 17, 467 a-Azidocarboxylic acid esters... 

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