Synthesis and Cycloaddition Reactions of Ethyl (E)-3-Aryl-2-(nonafluorobutyl)sulfonyl-2-propenoates

Olaf Menke; Elke Steinhuber; Antonio García Martínez; L. R. Subramanian; Michael Hanack

doi:10.1055/s-1994-25683

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Synthesis 1994; 1994(12): 1291-1293
DOI: 10.1055/s-1994-25683

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Synthesis and Cycloaddition Reactions of Ethyl (E)-3-Aryl-2-(nonafluorobutyl)sulfonyl-2-propenoates

Olaf Menke^* , Elke Steinhuber, Antonio García Martínez, L. R. Subramanian, Michael Hanack

^*Institut für Organische Chemie, Lehrstuhl für Organische Chemie II, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany

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Publication Date:
25 April 2002 (online)

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Ethyl (nonafluorobutyl)sulfonylacetate (2) reacts stereo-selectively with substituted benzaldehydes 3 affording (E)-3-aryl-2-(nonafluorobutyl)sulfonyl-2-propenoates (E)-4, which are good dienophiles. The addition to cyclopentadiene yields exclusively the exo-products 8.