Cycloaddition vs. conjugative Michael-type addition of2-ethoxy-3-morpholinobuta-1, 3-diene with nitroolefins

…, P Nitti, G Pitacco, A Pizzioli, E Valentin

Index: Marc, Gasper; Nitti, Patrizia; Pitacco, Giuliana; Pizzioli, Alessandro; Valentin, Ennio Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 3 p. 223 - 228

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Abstract

The reactivity of the title dienamine towards conjugated nitroolefins has been investigated. With 1-nitrocyclopentene carbocyclic products largely predominated, whereas with 1- nitrocyclohexene only Michael-type products were formed. The behaviour of β-nitrostyrene was found to be dependent on the reaction conditions used.