Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate : synthesis and reactivity with di...

• Autor(es): Alves, Maria José Chão ; Fortes, Gil ; Lemos, A. ; Martins, Cristina I.
• Data: 2005
• Identificador Persistente: http://hdl.handle.net/10400.1/1522
• Origem: Sapientia - Universidade do Algarve
• Assunto(s): Azirinas; Diels-Alder; Heterociclos; Neber reaction; Cicloadição
• Tipo de Documento: Artigo
• Idioma: Inglês

Descrição

Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate, the first example of an 3-heteroamatic 2H-azirine has been prepared. The reaction of ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, afforded cycloadducts in good yield and high stereoselectivity.