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Stoeckli-Evans, Helen
Nom
Stoeckli-Evans, Helen
Affiliation principale
Fonction
Professeur.e émérite
Email
helen.stoeckli-evans@unine.ch
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The novel sequence Diels-Alder reaction/Ireland-Claisen rearrangement applied to acyclic dienophiles: New insights into the selectivity of the Ireland-Claisen rearrangement
1999-1-12, Velker, Joerg, Roblin, Jean Philippe, Neels, Antonia, Tesouro, Ana, Stoeckli-Evans, Helen, Klaerner, Frank-Gerrit, Gehrke, Jan-Stefan, Neier, Reinhard
The new dienes 4a-d, 7 and 11 reacted in good yields with acyclic dienophiles like methyl acrylate and diethyl fumarate in the tandem process Diels-Alder reaction/Ireland-Claisen rearrangement. Analysis of the relative configuration of products 5, 6, 8-10 and 12 indicated that preference for the chair or boat transition state of the Ireland-Claisen rearrangement is strongly influenced by the relative configuration of the substituents of the cyclohexene ring.