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Stoeckli-Evans, Helen
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Stoeckli-Evans, Helen
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helen.stoeckli-evans@unine.ch
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- PublicationAccès libreThe High Stereoselectivity of the Tandem Sequence Diels-Alder Reaction/IrelandÂ-Claisen Rearrangement Starting from Substituted O-(E)-Buta-1,3-dienyl Ketene Acetals and Cyclic Dienophiles(2007)
;Soldermann, Nicolas ;Velker, Jörg ;Neels, Antonia; A new tandem reaction leads to bicyclic cyclohexene derivatives with complete control of the relative configuration of the four chiral centers formed. The high diastereoselectivity is the consequence of an endo-selective Diels-Alder reaction followed by an Ireland-Claisen rearrangement that proceeds via a boat-like transition state. - PublicationAccès libreThe Synthesis of a Pyrazol Analogon of Porphobilinogen with the Help of the Mukaiyama Aldol Reaction(2003)
;Chaperon, André ;Bertschy, Hugo ;Franz-Schrumpf, Anne-Laurence ;Hugelet, Bertrand ;Neels, Antonia; The synthesis of a pyrazol analogon of porphobilinogen is described. The Mukaiyama crossed aldol reaction is the key step of our approach. The retrosynthetic analysis follows the mechanism for the biosynthesis of porphobilinogen initially proposed by Shemin. - PublicationAccès libreThe Novel Sequence Diels-Alder Reaction/Ireland-Claisen Rearrangement Applied to Acyclic Dienophiles: New Insights into the Selectivity of the Ireland-Claisen Rearrangement(1999)
;Velker, Jörg ;Roblin, Jean-Philippe ;Neels, Antonia ;Tesouro, Ana; ;Klaerner, Frank-Gerrit ;Gehrke, Jan-StefanThe 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 rearangement. 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 stronlgy influenced by the relative configuration of the substituents of the cyclohexene ring.