Réactivité des N-vinylaziridines fonctionnalisées. Synthèse de dérivés des α,β-déhydro α-amino acides
- 15 November 1982
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 60 (22) , 2830-2851
- https://doi.org/10.1139/v82-406
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 and nitriles.Keywords
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