Oppolzer-type intramolecular Diels-Alder cycloadditions via isomerizations of allenamides |
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Authors: | Feltenberger John B Hsung Richard P |
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Affiliation: | Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA. |
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Abstract: | A new approach to Oppolzer's intramolecular Diels-Alder cycloaddition (IMDA) through γ-isomerization of readily available N-tethered allenamides is described. These IMDA reactions are carried out in tandem with the allenamide isomerization or 1,3-H shift, leading to complex nitrogen heterocycles in a highly stereoselective manner. |
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