Tetrahedron

Dienophilie des cyano-1 enamines, nouveaux equivalents de cetenes pour les cycloadditions de diels-alder11T-Effets de la Substitution Captodative, XXIV. XXIII: …

JL Boucher, L Stella

Index: Boucher, Jean-Luc; Stella, Lucien Tetrahedron, 1985 , vol. 41, # 5 p. 875 - 887

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Citation Number: 22

Abstract

The Diels-Alder reactivity of two captodative olefins, 2-morpho-lino-acrylonitrile 15 and 2-(N- methlanilino)-acrylonitrile 16, towards four conjugated dienes is evaluated. In every cases, isomeric {4+ 2} cyclo-adducts are obtained. With olefin 15 yields are better than with olefin 16. The adducts are easily transformed in to the corresponding ketones by a mild hydrolysis of the α-aminonitrile group. Thus, the 1-cyanoenamines can be considered as good ...