Tetrahedron

Diastereoselective diels-alder reactions of optically-active vinyl sulphoxides

MA Brimble, BR Davis

Index: Brimble, Margaret A.; Davis, Brian R. Tetrahedron, 1985 , vol. 41, # 21 p. 4965 - 4972

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Citation Number: 19

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.