Réactivité des N-vinylaziridines fonctionnalisées. Synthèse de dérivés des α, β-déhydro α-amino acides

Y Gelas-Mialhe, E Touraud…

Index: Gelas-Mialhe, Yvonne; Touraud, Evelyne; Vessiere, Roger Canadian Journal of Chemistry, 1982 , vol. 60, p. 2830 - 2851

Full Text: HTML

Citation Number: 28

Abstract

Secondary 2-cyano-and 2-ethoxycarbonylaziridines react with acetylenic compounds and activated vinylic chlorides to give 2-cyano and 2-ethoxycarbonyl N-vinylaziridines. The nucleophile-catalysed isomerization of these compounds generally gives α, β-dehydro α- amino acid derivatives involving nucleophilic attack at C-3. Thermal isomerization, involving predominantly cleavage of the carbon-carbon bond of the ring, forms α-vinylamino esters ...