2004
DOI: 10.1055/s-2004-831201
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Synthesis of Fluoroalkyl Vinyl Sulfoxides and their Use in Diels-Alder Reactions

Abstract: Condensation of various dienes with fluoroalkyl vinyl sulfoxides was studied. Four diastereoisomers were obtained in the case of cyclopentadiene and their structures were assigned by 2D NMR experiments. Diels-Alder cycloaddition occurred with cyclohexadiene, in comparison to phenyl vinyl sulfoxide, without thermal extrusion of fluoroalkylsulfenic acid. Condensation with anthracene led to a mixture of compounds 11 and 12.

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