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Diastereoselective diels-alder reactions of optically-active vinyl sulphoxides
Authors:Margaret A Brimble  Brian R Davis
Institution:Department of Chemistry, University of Auckland, Private Bag, AucklandNew Zealand
Abstract:The Diels-Alder reaction of an optically active vinyl sulphoxide containing a second electron withdrawing group with cyclopentadiene gave separable diastereomers. The effect of Lewis acid catalysis on the reaction was studied. Reaction of an acetylenic anion with menthyl p-toluene sulphinate gave an anomalous product.
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